CA1200644A - Coating compositions containing organosilane-polyol - Google Patents

Abstract

Abstract of the Invention Described are water reducible coating compositions comprising (A) an organosilane-polyol which is the reaction product of a hydrophilic polycarbinol and an organosilicon material selected from the group consisting of an organosilane, a hydrolyzed and condensed organosilane and mixture, thereof; and (B) a curing agent for the coating compositions.

Description

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C~ATING COMPOSITIONS CONTAINING ORGANOSILANE-POLYOL

A persistent problem in the manufacture of decorative paper over-laid wood or hardboard panels has been in providing a protective coating over the paper that exhibits adequate tape release properties against, for example, the pressure sensitive adhesives on vario~s tapes.
The present invention is directed to coating compositions con-taining the reaction products of polyols and specified organosilicon mate-rials in addition to other components, which compositions, when applied to a substrate and cured, exhibit excellent short term and long term tape release properties when used, for example, over paper as found in plywood, hardboard or particleboard panels containing a paper ovrlay.

Summary of the Invention The coating compositions of the present invention comprise (A) an organosilane-polyol, (B) a curing agent for the coating compoæition, preferably an aminoplast, (C) optionally an organic solvent (D) optionally an additional, essentially unreacted polyol, (E) optionally an additional, essentially unreacted hydrolyzed and condensed organosilane, (F) optionally water, and (G) optionally a pigment. The coating compositions of the invention are water reducible. Also, the coating compositions wherein components (D) and (E) above are present are also preferred.

Detailed Description of the Invention The coating compositions of the present invention c~mprise:

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A. an o~ganosilane-polyol having a hydroxyl number equal to or greater than 70 which i6 a reaction product of pCIY~l ~'~ (1) a hydrophilic organic polycarbinol having a hydroxyl number equal to or greater than 300; and

(2) an organosilicon material selected fro~
the group consisting of an organosilane, a hydrolyzed and condensed organosilane, and a mixture thereof;
B. a curing agent for the composition;
C optionally an organic solvent;
D. optionally an additional, essentially unreacted ; polyol;
E. optionally an additional essentially unreacted hydrolyzed and condensed organosilane;
F. optionally ~ater; and G. optionally a pigment.
The coating compositions of the invention usually contain at least 60 percent, preferably 70 percent, by weight substantially non-volatile solids based on the total ~eight of the coating composition. Of the above components which can be present in a composition of the inven-tion, those considered to b~ substantially nonvolatile (solids) include the organosilane-polyol, the curing agen~, the additional essentially unreacted polyol, the additional essentially unreacted hydrolyzed and condensed organosilane, and the pigment.

~2~ 4 FurLhermore, any of the generally known nonvolatile additives such as fillers, fungicides, mildewcides, flow control agents, flatting agents, surfactant~, defoamers, etc., which optionally may be present in compositions of the present invention, are considered herein to be sub-stantially non-volatile solids.
Coating compositions containing at least 60 percent by weight substantially nonvolatile solids are considered herein to be "high solids"
coating compositions. High solids coating compositions are particularly desirable since they provide less pollution to the environmen~ caused by emission of volatile organic cornponents, less toxicity, and lower flamma-bility than solvent based coating compostions generally known in the art having solids contents of less than 60 percent by weight.
The organosilicon materials which are reacted with the hydroxyl-p~/~ots containing organic compounds, i.e., the hydrophilic pol~ inol~, to pre-pare the organosilane-polyols for the present compositions are generally known. The organosilicon material is selected from the group consisting of an organosilane, a hydrolyzed and condensed organosilane, and a mixture thereof. As used herein, an organosilane is underatood to mean a material corresponding to the formula, I, lRx (I) Si ~ (or)4-x , wherein R represents alkyl, aryl, alkylaryl, or arylalkyl;
r represents methyl, ethyl, or n-propyl; and x is an integer ranging from 1 to 3.
Examples of organosilane materials corresponding to the above formula I
include methyltrimethoxysilane, dirnethoxydimethylsilane, methoxytrirnethyl-silane, triethoxymethylsilane, diethoxydirnethylsilane, ethoxytrimethylsilane, 06~

dimethoxydiphenylsilane, diethoxydiphenylsilane, diethoxymethylphenylsilane, dimethoxymethylphenyl6ilane, ethoxydimethylphenylsilane, methoxydimethyl-phenylsilane, ethoxytripropylsilane, diethoxydipropylsilane, dimethoxydi-propylsilane and the like. Mixtures of organosilanes may be used as the organosilicon material to prepare the organosilane polyol component of compositions of the invention.
Also suitable as the organosilicon material for preparation of the organosilane-polyol component of compositions of the invention are organosilanes corresponding to the above formula I which have been hydrolyzed and rondensed to form the corresponding polysiloxane materials. These polysiloxane materials contain compounds containing one or more siloxane linkages represented by the formula, II, (II) -Si - O - Si-Usually these hydrolyzed and condensed organosilanes are prepared in gen-erally known manner by the hydrolysis of precursors ~hich contain silicon atoms attached to substituents convertible to hydroxyl groups. These hydrolysis reactions typically may be illustrated by way of example as, R3SiA + H20 = R3SiOH + HA, A
R2siA2 ~ H20 = R2Si-oH ~ HAg and (A)2 R SiA3 ~ H20 = R Si-OH ~ HA

in which R is defined as in formula I above, and A represents a hydrolyza-ble alkoxy group such as methoxy or e~hoxy. The above ~ilanol containing products ar~ condensed to produce one or more -Si-O-Si- linkagef in the hydrolyzed and condensed organosilanes. A8 will be appreciated by those skilled in the art, the hydrolysis and condensation reactions do not necessarily go to completion, and the term "hydrolyzed and condensed o~ganosilanes is intended to include those organosilanes which have been hydrolyzed and condensed in a manner so as to produce at least one siloxane linkage. Additionally, it should be ~mderstood that "organosilanes which have been hydrolyæed and condensed" is intended to include those hydrolyzed and condensed materials prepared from precursors which contain silicon atoms attached to hydrolyzable substituents (represented, for example, by A in the illustrative equations immediately above) other than hydrolyzable alkoxy groups, such hydrolyzable substituents including, for exa~ple, acyloxy, halogen, etc. Such hydroly7ed and condensed materials prepared from precursors ~hich contain silicon atoms attached to hydrolyzable substituents such as acyloxy, halogen, etc., are substantially the same as those hydrolyzed and condensed materials prepared from precursors which contain silicon atoms attached to hydrolyzable alkoxy groups inasmuch as both types of precursors when hydrolyzed form silanol groups.
A particularly useful hydrolyzed and condensed organosilane mate-rial for preparing the organosilane-polyol component of compositions of the ~ invention is DOW CORNING 3037 INTERMEDIATE ~available from Dow Corning Cor-poration having a methoxy content of about 18 percent by weight, a specific gravity at 25 Celsius (C) of 1.07 and a viscosity at 25~C of 14 cenei-stokes). A particularly useful additional essen~ially unreacted hydrolyzed and condensed organosilane material for op~ional component (~) of the com-positions of the inventiGn is DOW CO~NING 1248 FLUI ~(a secondary hydroxyl functional polydimethylsiloxane having a secondary hydroxyl content of 1.2 percent by ~eight, an average hydroxyl equivalent weight of 2,000, a spe-~7~ J~J

cific gravity of 0.976 and a viscosity at 25C of 160 centistokes). Itshould be understood that optional component E when present in compositions of the invention i9 pre~ent in an essentially unreacted form, i.e., it has not been reacted with the organic rompound containing at least two alcoholic hydroxyl moieties, i.e., component A(l), to form the organosilane-polyol (component A). The optional, unreacted hydrolyzed and condensed organosilane material may be present as a result of utilizing excess hydrolyzed and con-densed organosilane as starting material for preparation of the organosilane-polyol component and also may be present as a separately added component of the composition, for example, apart from hydrolyzed a~d condensed organo-silane utilized to prepare the organosilane-polyol.
The organic pol)Pc~b~nol~ which can be reacted with the previously described organosilicon materials to fo~m ~he organosilane-polyol (compo-nent A) generally are hydrophilic and have hydroxyl numbers of equal to or greater than 300 (or hydroxyl equivalent weights of equal to or less than Ig7 ), preferably equal ~o or grea~er than 400. As used herein, a hydro-philic polyol is a polyol which can be made to form a solutio~ with at least 20, preferably at least 30 parts by weight of water to 100 parts by weight of polyol. The most preferred polyols are miscible with water in all proportions. Additionally, although a polyol may not form a solution with water in these defined proportiQns upon m~xing at room temperature, often the polyol can be made to form a solution with water upon heating which will not separa~e into phases upon returning to room temperature.
Polyols ~hich will form solutions with water in the proportions defined above ~hich do not phase separate upon returning to room temperature are alao considered to be hydrophilic polyols within the meaning of the present invention.

~Z~ 4 The polyols suitab]e in the compositions of the lnventlon include polyols in the broad classes including: sirnple diols, triols, and higher hydric alcohols; polyester polyol ollgomers, polyether polyol oligomers;
amide containing polyol oligomers; polyurethane polyol oligomers; and alkyd polyols. It is known to render normally water incompatible polyols, which otherwise fall into the broad classes set forth above hydrophilic within the meAn;n~ of the term hydrophilic polyols defined herein, by oxyalkylation with compounds such as ethylene oxide and/or propylene oxide or glycidyl ethers of low molecular weight alcohols or polyols such as methyl glycidyl ether, ethyl glycidyl ether, ethylene glycol monoglycidyl ether, and ethylene glycol diglycidyl ether. For example, this and other techniques for making polyols compatible with water are discussed in ~nited States Patent No. 3,959,201.
The simple diols, triols, and higher hydric alcohols useful in the preparation of the organosilicon-polyol are generally known, examples of which include: ethylene glycol; propylene glycol; 1,4-b~tanediol; 1,3-butanediol; 1,5-pentanediol; 2,4-pentanediol; 1,6-hexanediol; 2,5-hexanediol;
2-methyl-1,3-pentanediol; 2-methyl-2,4-pentanediol; 2,4-heptanediol; 2-ethyl-1,3-hexanediol; 2,2-dimethyl-1,3-propanediol; 2,2,4-trimethyl-1,3-pentanediol; 1,4-cyclohexanediol; 1,4-cyclohexanedimethanol; 1,2-bis (hydroxymethyl) cyclohexane; 1,2-bis (hydroxyethyl) cyclohexane; trimethylol-propane; 2,2-dimethyl-3-hydroxypropyl-2,2-dimethyl-3-hydroxypropionate;
diethylene glycol; triethylene glycol; dipropylene glycol; tetraethylene glycol; bisphenol-A; hydrogenated bisphenol-A; trimethylolethane, glycerol, sorbital, sucrose and mixtures thereof. Of these simple diols, triols ~Z~1~6~L~

and higher hydric alcohols, the 1,2-glycols such as ethylene glycol are less desirable. Additionally, of the above simple diols, ~riols and higher hydric alcohols, trimethylolpropane is preferred.
Polyether polyols which may be used in the preparation of the organosilane-polyols are generally known. Examples of polyether polyols include, for example9 the generally known oxyalkylation products of variou~
polyol8~ such as the poly (oxyethylene) glycols prepared by the acid or base catalyzed addition of ethylene oxide and/or propylene oxide to ethyl-ene glycol, propylene glycol, or dipropylene glycol, and by the reaction of ethylene oxide and/or propylene oxide with polyols such as trimethylolpro- -pane, glycerol, pentaerythritol9 sorbitol, sucrosP, and mixtures thereof.
The polye~her polyols also include the generally known poly (oxytetra-methylene) glycols prepared by the polymerization of tetrahydrofuran in the presence of Lewis acid catalysts such as boron trifluoride, tin (IY) chlo-ride, antimony pentachloride, antimony trichloride, phosphorous pentafluoride, and sulfonyl chloride. Of the above oxyalkylated polyols, oxyalkylation products such as th~ reaction products of propylene oxide and sorbitol are preferred.
Polyester polyol oligomers useful in ~he preparation of tne organosilane-polyols are generally kno~n and can be prepared by conven-tional techniques utili~ing any of the previously described simple diols, triols, and higher hydric alcohols (optionally in combination with mono-hydric alcohols) with polycarboxylic acids. Examples of suitable poly~
carboxylic acids include: phthalic acid; isophthalic acid; terephthalic acid; trimellitic acid; tetrahydrophthalic acid; hexahydrophthalic acid;
tetrachlorophthalic acid; oxalic acid; adipic acid; a~elaic acid; sebacic acid; succinic acid; malic acid; glutaric acid; malonic acid; pimelic acid;

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suberic acid; 2,2-dimethylsuccinic acid; 3,3-dimethylglutaric acid; 2,2-dimethylglutaric acid; maleic acid; fumaric acid; itaconic acid; and the like. Anhydrides of the above acids, where they exist, can also be employed and are encompassed by the term "polycarboxylic acid". In addition, certain materiPls which react in a manner similar to acids to orm polyester polyol oligomers are also useful. Such materials include lactones such as capro-lactone, and methylcaprolactone, and hydroxy acids such as tartaric acid and dimethylolpropionic acid. If a triol or higher hydric alcohol is used, a monocarboxylic acid, such as acetic acid, may be used in the prepara~ion of the poly~ster palyol oligomer, and for some purposes, such a polyes~er polyol oligomer may be desirable. Polyester polyols oligomers which nor~ally are not hydrophilic within the above definition but which can be rendered hydrophilic by appropriate techniques, for example, oxyalkylation utilizing ethylene oxide and propylene oxide are considered to be hydrophilic polyols in the context of the present invention.
Examples of the optional monohydric alcohols which ~ay be used to prepare the polyester polyol oligomers include: ethanol, propanol; i80-propanol; n-pentanol; neopentyl alcohol; 2-ethoxyethanol; 2-methoxyethanol;
l-hexanol; cyclohexanol; 2-methyl-2-hexanol; 2-ethylhexyl alcohol; 1-octanol; 2-octanol; l-nonanol; 5-butyl-5-nonanol; iaodecyl alcohol; and mixtures thereof.
Amide-containing polyol oligo~ers are generally known and typi-cally are prepared from any of the above described diacids or lactones and diol~, triols, and hi8her hydsic alcohols, and ~mall amounts of diamines or ~minoalcohols as illustrated, for ex~mple, by the reaction of neopentyl glycol, adipic acid, and hexamethylenediamine. Amide-containing polyol olig~mers also may be prepared through aminolysis by the reaction, for _ g _ example, of carboxylates, carboxylic acids, or lactones with aminoalcohols.
Examples o~ suitable diamines and aminoalcohols include hexamethylene~
diamine, ethylenediamine, phenylenedi~mines~ toluenediamines, monoethanol~
amine, diethanolamine, N-methyl-monoe~hanolamine and the like. Amide containing polyol oligomers which no~nally are not hydrophilic within the above definition bu~ which can be rendered hydrophilic by appropriate tech-niques, for example, oxyalky]ation utilizing ethylene oxide and propylene oxide are considered to be hydrophilic polyols in the context of the pres-ent invention.
Polyurethane polyol oligomers useful in the present invention can be produced by reacting any of the above-described polyols, including diols, triols, and higher hydric alcohols, polyester polyol oligomers, polyether polyol olig~mers, and amide-containing polyol oligomers with an organic polyisocyanate. The organic polyisocyanate may be reacted with the polyol either directly to form the polyurethane polyol or by the generally known prepolymer technique wherein the polyol and polyisocyanate are reacted in relative proportions to first produce an isocyanate terminated prepolymer with subsequent reaction of the prepolymer with additional polyol to form the polyurethane polyol. Also, mixtures of organic isocyanate prepoly~ers wi~h monomeric isocyanates (so-called semi-prepolymers) may be utilized in the prepolymer technique. Polyurethane polyol oligomers which normally are not hydrophilic within the above definition but which can be rendered hydrophilic by appropriate techniques, for example, oxyalkylation utilizing ethylene oxide and propylene oxide are considered to be hydrophilic polyols in the context of the prcsent invention.
The polyisocyanate which is reacted with the polyol essentially can be any organic polyisocyanate. The polyisocyanate may be aromatic, ~.Z~1~6~

aliphatic, cycloaliphatic, or heterocyclic and may be unsubs~ituted or substituted with groups such as halogen, etc. Many such organic polyiso-cyanates are knownl ex~mples of which include: toluene-2,~-diisocyan2te, toluene-2,6-diisocyanate, and mixtures thereof; diphenylmethane~~,4'-diisocyanate, diphenylmethane-2,4'-diisocyanate and mixtures thereof;
p-phenylene diisocyanate; biphenyl diisocyanate; 3,3'-dimethyl-~,4'~
diphenylene diisocyanate; 1,2-propylene diisocyanate, 1,2-butylene and butylidene dii30cyanates; tetramethylene-1,4-diisocyanate; hexamethylene-1,6-diisocyanate; 2,2,4-trimethylhexane 1,6 diisocyanate; lysine methyl ester diisocyanate; bis (isocyanatoethyl) fumarate; isophorone diisocya-nate; ethylene diisocyanate; dodecane-1,12-diisocyanate; cyclobutane-1,4-diisocyanate; cyclobutane-1,3-diisocyanate; cyclohexane-1,3-diisocyanate;
cyclohexane-1,4-diisocyanate and mixtures thereof; methylcyclohexyl diisocyanate; hexahydrotoluene-2,4-diisocyanate, hexahydrotoluene-2,6-diisocyanate and ~ixtures thereof; hexahydrophenylene-1,3-diisocyana~e, hexahydrophenylene-1,4-diisocyanate and mixtures thereof; perhydrodiphenyl-methane-2,4'-diisocyanate, perhydrodiphenylmethane-4,4-diisocyanate and mixtures thereof; and any known diisocyanates or polyisocyanates which are based on the above-~entioned monomeric organic i~ocyanates ancl contain carbodimide groups, allophanate groups, isocyanurate groups, urethane groups, acylated urea groups, biuret groups, uretidone groups, ester groups, thioether groups, and/or thioester groups.
As used herein, the term "alkyd polyols" refers to the generally known alkyd resins containing hydroxyl functionality. ~hey typically are produced by reacting polyhydric alcohols, polycarboxylic acids, and fatty acids derived from drying, semi-drying or non-drying oils in various pro-portions depending upon the exten~ of hydroxyl functionality and properties desired in the alkyd-polyol. The techniques of preparing such alkyd resins are well known generally. Usually, the process involves reacting together the polycarboxylic acid and fatty acid or a partial glyceride thereof and the polyhydric alcohol ~the latter usually in stoichiometric excess) in the presence of a catalyst such aS litharge, sulfuric acid or a sulfonic acid to effect esterification with evolution of water. Examples of polyhydric alcohols typically used for preparation of the alkyd-polyols include the simple diols, triols, and higher hydric alcohols set forth previously in the description of organic polycarbinols useful for preparing the organosilane-polyol6. Examples of polycarboxylic acids suitable for preparation of the alkyd-polyols include those set forth previously in the description of polycarboxylic acids useful for preparing the organosilane-polyols. Examples of suitable fatty acids in~lude saturated and unsatu-rated acids such as stearic acid, oleic acid, ricinoleic acid, palmitic ~cid, linoleic acid, linolenic acid, licanic acid, elaeostearic acid, clupanodonic acid and mixtures thereof. The fatty acids may be in the Eorm of the free acids with sufficient excess of the polyhydric alcohol being incorporated into the esterification mixture to compensate for their inclusion. However, in many instances, it i5 preferred to employ glyceride ~0 oils which have been partially alcoholized with a sufficient amount of a polyhydric alcohol such as glycerol to supply the requisite amount of available hydroxyls for the formation of the alkyd-polyol. Alkyd-polyols which normally are not hydrophilic within the above definition but which can be rendered hydrophilic by appropriate techniques, for exzmple, oxy-alkylation utilizing ethylene oxide and propylene oxides are considered to be hydrophilic polyols in the context of the present invention.

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The organosilane-polyols u6eful in the coating compositions of the invention comprise the ungelled reaction products of the organic, hydrophilic polycarbinol and the organosilicon material. Although not intending to be bound by any theory of reaction, the formation of the organosilane-polyol is believed to proceed by reaction of carbinol groups on the polycarbinol with alkoxy groups on the organosilicon material with the release of the corresponding alcohol. Generally the amounta of starting polycarbinol and organosilicon material for formation of the organosilane-polyol are in a ratio of polycarbinol to organosilicon ma~erial to provide a corresponding ratio of equivalents of carbinol to alkoxy moieties ranging from 4:1 to 1:1, preferably 3:1 to 1.5:1. As used herein, one equivalent of carbinol moieties and one equivalent of alkoxy moieties correspond to 1 mole of carbinol moieties and 1 mole of alkoxy moieties respectively.
The reaction between the polycarbinol and the organosilicon material gen-erally is carried to at least 25 percent, preferably at least 50 percent, cGmpletion based on the reaction of the alkoxy moieties in the organosilicon material with release of the corresponding alcohol. The reaction prGduct from the reaction of the polycarbinol with the organosilicon material must be homogeneous ( i. ., does not phase separate into 2 or more layers). The hydroxyl equivalent weights of the resulting organosilane-polyols useful in 710 ~o ~
~` the compositions of the present invention generally raoge frc~ ~00 to 800, ~ p ~o 35O
preferably fr~ 350 to 200. The vi~cosities of the organosil~ne-polyols suitable for uae in compositions of the invention generally range from 0.5 to 500 poise at 90 percent by weight solids in ethylene glycol monoethyl ether.
Coating compositions of the invention contain a curing agent for the composition. Examples of suitable curing agent6 include: aminoplast resins, phenoplast reains and blocked polyisocyanates. Of the above curing agents, aminoplast resins are preferred.

Aminoplast resins refer to the generally known condensation products of an aldehyde with an amino - or amido - group containing sub-stance. Examples of sui~able aminoplast resins for coa~ing compositions of the invention include the reaction products oE formaldehyde, acetaldehyde, crotonaldehyde, benzaldehyde, and mix~ures thereof with urea melamine or benzoguanimine. Preferred aminoplast resins include the etherifi~d prod-ucts obtained from the reaction of alcohols and formaldehyde with melamine, urea, or benzoguanimine. Examples of sui~able alcohols for making these etherified products include: methanol, ethanol, propanol, butanol, hexanol, benzylalcohol, cyclohexanol, 3-chloropropanol, and ethoxyethanol. Particu larly preferred aminoplast resins are etherified melamine formaldehyde resins. Additional examples of suitable aminoplast resins are described in U. S. Patent 4,075,141.
Phenoplast resin6 as used hzrein refer to the generally known condensation products of an aldehyde with a phenol. Suitable aldehydes include, for example, those previously described with reference to æmino-plast resins. Preferred aldehydes are formaldehyde and acetaldehyde.
Examples of suitable phenols for making the phenoplast resins include, for example, phenol per se, cresol, p-phenylphenol, p-tert-butylphenol, p-tert-amylphenol, and cyclopentylphenol. Examples of additional phenoplastresins are described in U. S. Patent 4,075,141.
Blocked polyisocyanates are generally known. The blocked isocya-nates which are useful in the coating compositions of the invention in~lude any organic polyisocyanate in which the iæocyanate groups have been reacted with a blocking agent. The unblocking temperatures of these blocked isocyanates generally will vary of course depending on the curing tsmpera-tures of the compositionG of the invention. In the preparation of the ~Z~ 4~

blocked polyisocyanate, any suitable organic polyi~ocyanate may be used, examples of which include the polyisocyanates S8~ forth previously in the description of the preparation of t~le polyurethane-polyol oligomers.
Examples of suitable blocking agents include: butanol, phenol, ethanol, m-cresol, 2-me~hyl-2-propanol, benzenethiol, methylethylketoxime, and the like. Further description of many suitable blocked isocyanat~s can be found in The Chemistry of Organic Film Formers, by D. U. Solo~on, John Wiley and Sons, 1967, pa~e~ 216-217.
A wide range of generally known organic solvents optionally may be used in coating compositions of the inven~ion. ~xamples of suitable solvents include: hydrocarbon solvents such as toluene, xylene, etc., ketones such as methylethyl ketone, methyl isobutyl ketone, cyclohexanone, ~ethylamyl ketone, etc.; esters such as butyl acetate, etc., alcohols such as methanol, ethanol, propanol, butanol, etc.; the mono- and dialkyl ethers of ethylene and propylene glycol such as ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol dibutyl ether, ethylene glycol monoethyl ether acetate, ethylene glycol monohexyl ether acetate, propylene glycol monoethyl ether, and propylene glycol dibutyl ether; the ~ono- and dialkyl ethers of diethylene glycol such as diethylene glycol monoethyl ether, diethylene glycol dibutyl ether~ diethylene glycol die~hyl ether, and diethylene glycol monobutyl ether acetate; acetamide; pyrrolidone;
and mixtures thereof. Water compatible solYents such as methanol, ethanol, propanol, butanol, tne water-soluble mono- and dialkyl-ethers of ethylene and propylene glycol, aceta~ide, and pyrrolidone are preferred.
The optional, additional unreacted polyol for coating ~omposi- -tions of the invention include any of the broad classes of polyols set forth previously in the description of organic pol~rbiaolA for prepa-ration of the organosilane-polyol component of compositions of the inven-tion. Briefly stated, the optional, additional unreacted polyols include, for example: the simple diols, triols and higher hydric alcohals; the polyester polyol oligomers, the polyether polyol oligomers; the polyure-thane polyol oligomers; and the alkyd polyols. The term "unreacted polyol"
as used herein refers to polyol which has not been reacted with an organo~
6ilicon-material and which typically i9 not present in the reaction mixture during the prPparation of the organosilane-polyol component for coating compositions of the invention. The formulation of coating compositions of the invention typically is carried out with the additional unreacted polyol and the organosilane-polyol being added as separate components. Preferred coating compositions contain additional unreacted polyol. It is preferred to utilize hydrophilic polyols within the definition of hydrophilic polyols above as the optional, additional unreacted polyol.
The optional, unreacted hydrolyzed and condensed organosilane for coating compositions of the invention include any of the hydrolyzed and condensed organosilanes set forth previously in the description of hydrolyzed and condensed organosilanes for preparation of the organosilane-polyol component of coating compositions of the invention. The term "unreacted hydrolyzed and condensed organosil~ne" as used herein refers to hydrolyzed and conden~ed organosilane which has not been reacted ~ith an organic polycarbinol and which typically is not present in the reaction mixture during the preparation of the organosilane-polyol component for coating compositions of the invention. Thus, formulation of coaeing ccmpositions of the invention typically is carried out with the additional unreacted hydrolyzed and condensed organosilane and the organosilane-polyol being 6~4 added as separate components. Preferred coating compositions contain the additional, unreacted hydrolyzed and condensed organosilane.
Although the coating compositions of the invention may be uti-liæed without the presence therein of water, a distinct advantage of these coating compositions is that they are water reducibleJ i.e., they can be thinned with water without phase separation occurring in the cGmposition.
Typically, coating compositions of the invention formulated without water to a total solids content as high as 90 percent by weight, can be reduced with water to a total solids content as low as 50 percent or lower by weight. As a minimum, the compositions of the invention including organo-silane-polyol, and curing agent to be "water-reducible" will be compatible with at least 5 parts by weight of water based on 100 parts by weight of the aforesaid two components. The compositions of the invention including organosilane-polyol, and curing agent which are compatible with at least 20 parts by weight of water are preferred, and those compatible with at least 30 parts by weight of water are most preferred.
~ hen aminoplast6 are used as curing agents, coating compositions of the invention may be cured utilizing acid cataly6ts such as para-toluenesulfonic acid, methanesulfonic acid, ethanesulfonic acid, sulfuric acid and the like, and such catalysts typically are incorporated to acreler-ate curing. Typically the catalyst is incorporated in the composition to accelerate cure shortly prior to the time the composition is applied to the substrat2.
Although when used for coating the paper on paper overlaid sub-strates, typically the coating compo~itions of the invention are unpig-mented, it ifi considered to be within the scope of the invention to include pigmentc in the compositions. Exa~ples of pigments include any of the ~Z~ 4 generally known pigments used in the coatings and resins indu~try such as titanium dioxide, magnesium carbonate, dolomite, talc, zinc oxide, magnesium oxide, iron oxides red and black, barium yellow, carbon black, strontium chromate, lead chromate, molybdate red, chromoxide green, cobalt blue, organic pigments of the azo series, etc. Mixtures of pig~ents also may be employed.
Coating compositions of the invention generally include from about 0.75 to about 40 percent by weight of the organosilane-polyol component, from about 15 to about 80 percent by weight of the curing agent, frc~ 0 to about 40 percent by weight of the organic solvent, from 0 to about 50 percent by weight of the additional, essentially unreacted polyol, from 0 to about 5 percent by weight of the additional, essentially unreacted hydrolyzed and condensed organosilane, from 0 to about 30 percent by weight ~ater, and frc~ 0 to about 30 percent by weight pigment, Pll the percentages being based on the total weight of coating composition.
The compositions of the invention which do contain org nic ~olvent, additional essentially unre~cted polyol, and additional essentially unreacted hydrolyzed and condensed organosilane but no water typically include from about 1 to about 40 percent by weight of the organosilane- -polyol, from about 20 to about 80 percent by weight of the curing agent, from about 5 to about 40 percent by weight of the organic solvent, frc~m about 1 to about 50 percent by weight of the additional essentially unreacted polyol, snd from about 0.3 to about 5 percent by weight of the aclditional essentially unreacted hydrolyzed and condensed organosilane, ~11 percentage~ -being ba~ed on the total weight of coating compositions.

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The compositions of the invention which do contain organic solvent, additional essentially unreacted polyol, additional essentially unreacted hydrolyzed and condensed organosilane, and water typically include from about 0.75 to about 30 percent by weight of the organosilane polyol, from about 15 to about 61 percent by weight of the curing agent, from about 3.0 to about 30 percent by weight of the organic solven~, from about 0.75 to about 38 percent by weight of the additional essentially unreacted polyol, from about 0.20 to about 4.0 percent by weight of the additional essentially unreacted hydrolyzed and condensed organosilane, and from about 5 to about 30 percent by weight of water, all percentages being based on the total weight of coating composition.
The coating compositions may be applied to a wide va~iety of substrates using any suitable application technique such as brushing>
spraying, roller coating, doctor blade coating, etc. Examples of ~uitable substrates include paper, wood, hardboard, metal, plastics and the like.
The compositions of the invention provide a particularly desirable coating for paper on paper-overlaid substrates because of the excellent tape release properties of the cured coatings prepared from these compositions.
The preferred cured coatings exhibit both short and long term release properties against a wide variety of pressure sensitive adhesives contained on various pressure sensitive tapes. Thus, unpigmented compositions of the invention provide highly desirable coatings for decorative paper overlaid wood and hardboard panels for use in the home and business construction industrie 8 .
Coating compositions of the invention advantageously can be cured in short time periods. For example, preferred cGmpositions typically may be cured within about 14 seconds at temperatures ranging from about 6g~4 200 to about 250 degrees Fahrenheit ( F), i.e., from about 93 to about 121 degrees Cel~ius (~C). Of course, the use of lower curing temperatures ~ould require longer curing times.
The invention is illustrated by the following examples~ Quanti-ties and percentages are by weight unless specifically st~ted otherwise.
Wherever used herein "pbw" means "parts by weight".

(a) Preparation of an organosilane-polyol.
1516.6 pbw of DOW CORNING 3037 INTERMEDIAT~, and 743.0 pbw of trimethylol?ropane are reacted at a temperature ranging from about 25 C to about 210 C under a blanket of nitrogen with the removal of about 302 milliliters (ml) methanol. The resulting product re~in has a theoretical solids content of 100 percent by weight, Gardner-Boldt viscosity of Y to Z at 85 percent by weight solids in ethyl~ne glycol mono2thyl ether, and a hydroxyl equivalent weight of 165. For use in the coating composition of part(b) below, the product resin is thinned to 50 percent by weight solids in ethylene glycol ~onoethyl ether and 36.3 pbw of a 1 percent solution of DOW CORNING 200 (a silicone fluid from DOW CORNING Corporation) in xylene i8 added.
(b) Coating Composition A coating composition i8 prepared as follows. First the co~po-nents in the following TABLE 1 ~re stirred together to produce a mixture having 8 total theoretical nonvolatile solids content of B3.64 percent by weight.

TABLE I
parts by weight (pbw) CYMEL~3031 440.54 The thinned organo~ilane-polyol resin 73.38 of Example 1(a) NIAX POLYOL LS 4902 261.06 Ethylene glycol monoethyl ether 67.68 ~OW CORNING 1248 FLUID3 31.71 Leveling agent4 35.67 1 A co~m4rcial grade of hexamethoxymethylol melamine and methanol available from American Cyanamid Company.
2 A polypropylene oxide polyol having a viscosity at 25C of about 8700 + l000 centipoise, a hydroxyl number of about 490 ~l0, and a specific gravity a~ 20C of about 1.09 available from Union Carbide Corporation.

3 A secondary hydroxyl functional polydimethylsiloxane having a secondary hydroxyl content of 1.2 percent by weight, an average hydroxyl equivalent weight of 2,000, a specific gravity of 0.976, and a viscosity at 25 C of 160 centistokes.

4 A mixture of high boiling aromatics, ketones, and esters available as BYKETOL-OK from Byk-Mallinckrodt Chem. Produkte GmbH.
Ne~t, 54.60 pbw of a 65 percent by weight solu~ion of para-toluene-sulfonic acid in water is added to the above mixture with agitation followed by the addition with agitation of 261.02 pbw of water. The resulting water reduced coating compo~ition of the invention herein de~ignated lA, has a theoretical solids content of 65 percent by weight.

6~

(a) Preparation of ~n organosilane-polyol 1333.0 pbw of DOW CORNING 3037 INTERMEDIATE and 2666.0 pbw f NIAX POLYOL LS 490 are reacted in the presence of 0.14 pbw of tetrai~o-propylti~anante for 7 hours and 43 minutes in a temperature ~ange of from 50 C to 180 C. During the reaction, 70 milliliters (~1) of methanol is removed by distillation. The resulting product i9 an organosilane-polyol resin having a theoretical ~olids content of 100 percent by ~eight, a Gardner-~oldt viscosity of Zl-, a hydroxyl number of 364.1, an acid value of 0, and a hydroxyl equivalent weight of 154.
(b) Coating Co~positions Three coating co~positions herein designated 2A, 2B, And 2C
respectively are prepared as follows. First, the components in the ~mounts by weight in the following TAELE 2 are ~tirred togQther to form three mix-tures herein designated Ml, M2, and M3, respectively.

parts by weight (pbw) Mixture Ml M2 M3 CYMEL 303* 395.5 395.5 395.5 Organosilane-polyol re~in of15,.0 210.0 301.0 Example 2(a) NLA~ POLYOL LS 490* 144.O 91.0 0 Ethylene glycol monoethyl ether100.092.0 92.0 Leveling agent* 25.0 33.0 33.0 *Deseribed in EXAMPLE 1.
To each of the above mixtures M1, M2, and M3, respeceively, is added with agitation 3.5 pbw of DOW CORNING 1248 FLUID* to produce mixtures I

~ 22 -herein designated M4, M5,-and M6, respectively, each having a total theore-tical nonvolatile solids content of 84.85 percent by weight.
*Described in Example l.
Next, 45.38 pbw of a 65 percent by weight solution of para-toluenesulfonic acid in water is added with agit~tion to each of the above mixtures, M4, M5, and M6 followed by the addition with agitation of 251.92 pbw of water to each of the mixeures. The resulting water reduced coating compositions of the invention 2A, 2B and 2C each have a theoretical solîds content of 65 percent by weight.

(a) Preparation of an organosilane-polyol A reaction vessel is charged at room temperature with 1333.0 pbw of DOW CORNING 3037 INTERMEDIATE 2666.0 pbw of NIAX POLYOL LS490 and 0.14 pbw of tetraisopropyltitanate. rne charge is slowly heated over a period of 15 hours and 43 minutes to a temperature of 200C with tbe removal by distillation of 150 ml of methanol. The heating source is removed and the product is allowed to cool. The product is thinned to 90 percent by weight solids in N-methylpyrrolidinone . The resulting product is an organosilane-polyol resin having a solids content at 105C
of 84.7 percent by weight, a viscosity at 25C of 76.54 stokes, a hydroxyl number of 161.8 and an acid value of 0.3.
(b) Coating Composition A coating composition i~ prepared as follows. First the components in the following TABLE 3 are stirred together to produce a first mixture.

36~

parts by weight (pbw) CYMEL 303* 395.5 Organosilane-polyol resin of Example 3(a) 105.0 NIAX POLYOL LS 490* 196.0 Ethylene glycol monoethyl ether 90.0 Leveling agent* 33.0 To the above first mixture is added with agitation, 3.5 pbw of DO~ CORNING 1248 FLUID* to produce a second mi~ture having a total theo-retical nonvolatile solids content of 85.05 percent by weight.
*Described in Example 1.
Next, 42.26 pbw of a 65 percent by weight ~olution of para-toluenesulfonic acid in water is added with agitation ~o the above second mixture followed by the addition with agitation of 253.92 pbw of water.
~he resulting water reduced coating composition of the invention herein designated 3A, has a theoretical total solids content of 65 percent by ~eight.

Each of the coating compositions lA, 2A, 2B, 2C, and 3A of the previous Examples is applied by direct roll coat to the paper side of several decorative paper-overlaid, wood based wall panels to a wet film thickness ranging from abou~ 0.4 ~o about 0.5 mills (about 1.0 x 10 3 to about 1.3 x 10-3 centimeters). ~ach of the coated panels i~ passed twice through a curing oven at 425F (213C). The dwell time in the oven for each pass is 14.5 seconds and each board is heated to a board surface tem-perature of about 200F (93. 3C) during e~ch pass. The dry film thickness - 24 ~

of the cured coatings on the panels ranges from about 0.20 to about 0.25 mills (about 0.51 x 10-3 to about 0.64 x 10-3 centimeters). As ~oon as the panels containing the cured coatings are removed from the curing oven they are subjected to the following tests 1 through 4.
TEST 1: A spot of about 2 or 3 drops of acetone is allowed to __ remain for 60 seconds on the cured coa~ing on a panel from each of the groups of several panels prepared from ~oating compositions lA, 2A, 2B, 2C, and 3A. The coating at the spot is then scratched by fingernail to check for any softness of the cured coating. A rating of "pass" means that the ~0 cured coating at the spot does not exhibit any noticeable signs of ~oftness and appears to be as hard as the cured coating on the same panel which has not been spotted with acetone. The results of Test 1 are summarized in the following TABLE 4.
TEST 2 (Pressurized Stack Tes~): Several panels containing cured coating6 prepared from coating composi~ion lA are stacked in a group with each panel presenting coated face up to the back of the next panel on top except for the topmost panel which i6 coated face down to the next panel beneath it (i.e., the two topmost panels are stacked face to face). The group of panels are then placed between the platens of a hydraulic press which platens are maintained at a temperature of 160 F (71.1C). The group of panels is allowed to remain in the press for about 16 hours at a pressure of ?5 pounds p~r square inch (1.7 x 105 newtons per squar~ meter) after which they are removed and the coatings examined visually for any evidence of marking and for evidence of the panQls having become stu~k together at any place. A rating of "pass" i~dicates that the cured coatings exhibited no visual evidence of marking or of having been stuck ~ogether.

6~9~

Groups of several panels containing cured coatings p~epsred from coating ccmpositions 2A, 2B, 2C, and 3A are each subjected to Test 2 according to the procedure described immediately above for panels prepared rom coa~ing composition lA. The results of Test 2 are su~marized in the following TABLE 4.
TEST 3 (Tape Release From Stacked Panels): To the coated surface _. .
of a panel from each group of several panels prepared from coating composi-tions lA, 2A, 2B, 2C, and 3A, after having been subjected to TEST 2 above, is applied abo~t a 1 inch by 3 inch ~2.5 centimeter x 7.5 cen~imeter) strip of frosted tape ("FROSTY" tape available from 3M Corporation) and a strip of like dimensions of masking tape (No. 250 available from 3M Corporation).
After the designated times set forth in TABLE 5 below, the st~ips of tape are quickly ripped from the cured coatings and the previously taped areas examined visually for evidence ~hat the cured coating and/or paper beneath has been removed fro~ the panel. A rating of "pass" indicates that there i8 no evidence that the cured coating or the paper beneath has been re~oved by the tape. A rating of "X percent" indiGates that appro~imately X per-cent of the coated area previously beneath the tape has been picked off by the tape. The results of TEST 3 are summari~ed in the following TABLE 5.
TEST 4 (Tape Release From Unstacked Panels): To the cured coated surface of a panel from each group of several panels prepared from coating compositions lA, 2A, 2B, 2C, and 3A, which coated panel has been allowed to remain unstacked at room temperaeure for 1 day, is applied a strip of frosted tape and a strip of masking tape of the types and dimensions desGribed in TEST 3 above. After the desîgnated times set forth in TABLE 5 below, the strip3 of tape are quickly ripped from the cured roatings and .~ f ,.q ~ 0 ~

the previously taped areag exa~ined visually for evidence that the cured coating and/or paper beneath has been removed from the panel. A rating of "pass" and the designation "X%" carry the same interpretation in TEST 4 as in TEST 3 above. The results of TEST 4 are summarized in the follo~ing TABLE 5.
TEST 5: The cured coating on a panel from e~ch of the groups of several panels prepared from coating compositions lA, 2A, 2B> 2C, and 3A is subjected to the acetone spot test described in T~ST 1 above except ~hat the test is performed on panels having been subjected to T~ST 2 (the pressurized stack test). A rating of "pass" carries the same interpre-tation as in TEST 1. The results of TEST 5 are summari~ed in the following TABLE 4.

Test 1 Test 2 Test 5 Coating Pressuri~ed Stack/
Composition Acetone Pressurized Stack Acetone lA Pass Pass Very slightly soft 2A Pass Pass Pass 3A Pass Pass Slightly soft 2B Very slightly soft Pass Very slightly soft 2C Pass Pass Pass N u m b e r o ~ D a y s Coati n~ Te<;t Compositi~n No 1 2 4 6 7 11. 1516 1820 22 25 27 30 32 37 39 44 _6~/5 ~ 0~ ~ 1% _1% _ v~ - ~/ _ _ _ _ lA F4 _12% 5% ~1% ~ ,~ _ C1% _ 2% - h% - 5%
4 2 M _L~ ~,~ ~' ~ ,~ - ~ - c~ - ,~ - ~ - _ _ _ F -~ 1% 1% 4% - ~ - ,/ - ,~ - ~ - ~

F - ~ 1% 10% - 20% - 35% -70% - 90% - 97% -95'i!. - 90Z
2~
4 M _,~ v~ ~ _ ~ _ ~ _b~ _ ~ _ ~ _ _ _ _ F - 1% ", ~ ~ ~ - 5% - 10%
;~ ~
t 3 M s~ ~ '~ ~ "~ ~ ~ ~ '~~ ~ ~ ~ ~ ~ ~ ~ ~ ~
2X F ~ _ ~ _ ",2% 4% - 4% - 15% _ 25% - 90% - 90% - O
4 M 1~ _ v~ - c~ ~ ~ - ~ - ~ - ~ - _ _ _ _ F ~ - b~ - .~' 2%1% _2% _ 20% _ 2U% - 80% - 90%

4 M ~ - ~ - ./ ~ ~ - .~ - ~ - ~ _ _ _ _ _ 3 M - ~ 1% - ~ 1% - ~ - ~
F - 2% 20% 35% - ~5% - 45% -50% - 40% - 757~ - 35% - 3n%

M '~ '~ '~ ~ ~ ~ ~ ~~/ ~ ~ ~ 5 %
4 1% 1% ~f _< 1% _ ~1% _el% - 2% -6g~4L

L E G E N D
lTape Release/Stacked Panel~
2Tape Release/Unstacked Panels 3No. 250 Masking Tape from 3M Corp.
4FRoSTY Tape from 3M Corp.
5vfmeans pass 6_ means not measured.

(a) Preparation of an organosilane-polyol A reacti~n vessel equipped with stirrer, heating mantle, ther-mometer, distillation column, and means for providing a blanket of nitrogen is charged at room temperature with 1303.6 pbw of trimethylol propane.
Next, the charge is heated over 1 hour and 5 minutes to a temperature of 120C. When the temperature reaches 120C, ~he addition of DOW CORNING
3037 INTERMEDIATE is begun and continued over 3 hours and 10 minutes while the temperature ri~es from 120C to 130DC. By the end of this 3 hour and 10 minute period, a total of 2660. a pbw of the DOW CORNING 3037 INTERME-DIATE has been added. Heating is continued for Bn additional 6 hours and 20 25 ~inutes while the temperature ri~es to 140C whereupon heating is dis-continued, and the reaction vessel is allowed to cool to room temperature within a period of 11 houra and 20 minutes. At the end of this period, heating i~ begun again and continued for 8 hours and 10 Minutes until the temperature reaches 160 C whereupon heating i~ di~continued, and the reac-tion vessel is allowed to cool to room temperature within a period of 15 hours and 30 minutes. At the end of this period, heatin~ is begun again and continued for 7 hours and 55 ~inutes at the end of which period the ~emperature i8 185C. During the total time, a total of 495 ml of methanol i9 distilled and removed. The reaction product i9 an organosilane-polyol resin having a theoretical solids content of lOO percent by weight, a Gardner-Holdt viscosity a~ 25aC of U , and a density of 1.076 grams/cubic centimeter. The organosilanepolyol reflin i.s then reduced with ethylene glycol ~onoethyl ether ~o a total solids conten~ of 80 percent by weight.
(b) Coating Co~position A coating composition i8 prepared as follows. First, 348.0 pbw of CYMEL 303 and 206.5 pbw of NIAX POLYOL LS 490 are stirred together fol-lowed by the addition with agitation of 58.0 pbw of the organosilane-polyol of Ex~mple 5(a). Next, 23.2 pb~ of DOW CORNING 1248 FLUID is added with agitation. The resulting mixture is agitated with a Cowles blade to a temperature of 120 F (48.9 C) a~ which point is added 42.9 pbw of N-me~hyl-2-pyrrolidone and 27.8 pbw of the BYKETOL-OK leveling agent described in EXAMPLE l. The resulting mixture is agitated until smooth after which 2.3 pbw of diisopropanolamine is stirred into ~he mixture to raise the pH to 8Ø The mixture is then agitated for about 15 minutes follo~ed by the addition of 116.0 pbw of deionized water. Next, 45.36 pbw of a 65 percent by weight solution of paratoluene-sulfonic acid in water and 108.68 pbw of water ~re successively added with agitation to produce a water reduced coating compo~ition of the invention, herein designated 5A having a theo-retical solids content of 73.6 percent by weight.
(c) Coating composition 5A is both applied to the paper side of several decorative paper-overlaid, wood based wall panels and cured in the same manner as dsscribed in EXAMPLE 4 above.
(d) Tests 1, 2, 3, and 4 described in EXAMYLE 4 are performed on the cured coating compositions 5A in the same manner as described previously - 30 ~

except that in Test 3, Nu~ber 600 masking tape available from 3~ Corporation is utilized instead of the No. 250 masking tape and in Tests l and 5 the acetone is allowed to remain on the film for 3 minutes ins~ead of 60 sec-onds. ~le test results are summarized in the following TABLE 6.

T~BLE 6 Coating CompositionTest No. - Results PASS

No. Days 1 Day 7 Da s 3 Frosty Pass 60 #600 Masking 8% 90X
.. ..
4 Frosty Pass Pass ~600 Masking Pass 1%

EXAMPL~ 6 (a) Preparation of an organosilane-polyol A reaction vessel equipped with heating mantle, stirrer, ther~ome-ter and distillation column is rharged at room temperature with 570.5 pbw of DOW CORNING 3037 INTERMEDIATE, 279.5 pbw of trimethylolpropane, 2 drips of tetraisopropyl titanate (TYZOR TPT) and 2 drops of a 1 percent by weight solution of DOW CORNING 209~in xylene. The charge is heated for 25 minutes to a te~perature of 116 C whereupon 1 additional drop of tetraisopropyl titanate is added. Heating is continued for an additional 4 hours and 51 minutes until the te~perature reaches about 160C whereupon the heating mantle i8 removed and the rea~tion vessel allowed to cool. During the reaction 95 ml of methanol is di~tilled and removed. The resulting product 3Q~;~4 is an organosilane-polyol resin having a theoreeical solids content of 100 percent by weigh~ and a Gardner-Holdt viscosity at 25C of Y to Z (measured at 85 percent by weigh~ solids in butanol). The organosilane-polyol resin i8 then reduced with ethylene glycol monethyl ether to a total solids content of 50 percent by weight.
(b) Coating Composition A coating composition is prepared as follows: 324.0 pbw of CYMEL
303, 26.0 pbw of BYKETOL-OK leveling agent, 5h.0 pbw of the organosilane-polyol resin of EXAMPLE 6(a), and 2.7 pbw of DOW CORNINC 1248 FLUID are blended ~ogether with agitation until the temperature of the mixture reaches 100F (37.8DC) at which point i8 added 216.0 pbw of PLURACOL
PeP-650*. The mixture is agitated until ~he temperature again reaches 100 F (37.8 C) at which point is added 31.0 pbw of ethylene glycol mono-ethyl ether followed by the slow addition of 223.0 pbw of deioni~ed water.
~ext, 48.22 pbw of a 65 percent by weight solution of para-toluenesulfonic acid in water (A 15009Z53) i8 added to the mixture. The resulting composi-tion is a water reduced coating composition of the invention.
*A polyol from Wyandotte Chemicals Corporation which is a con-densation product of pentaerythritol and propyleneoxide and which has a hydroxyl number of about 374, an average molecular weight of about 600, a specific gravity at 25C of about 1.05 and a viscosity a~ 25C of about 1200 centipoise (about 1143 centistokes).

Claims (15)

THE EMBODIMENTS OF THE INVENTION IN WHICH AN EXCLUSIVE PROPERTY OR
PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:

1. A water reducible coating composition comprising.
A. An organosilane-polyol having a hydroxyl number equal to or greater than 70 which is a reac-t ion product of (1) a hydrophilic polyol having a hydroxyl number equal to or greater than 300; and (2) an organosilicon material selected from the group consisting of an organosilane, a hydrolyzed and con-densed organosilane, and a mixture thereof; and B. a curing agent for said coating composition selected from the group consisting of an aminoplast resin, a phenoplast resin, and a blocked polyisocyanate.

2. The coating composition of Claim 1 wherein said curing agent is an aminoplast resin.

3. The coating composition of Claim 1 further comprising an organic solvent.

4. The composition of Claim 3 wherein said organic solvent is a water reducible solvent.

5. The coating composition of Claim 1 wherein said organosilane contains at least one phenyl group.

6. The coating composition of Claim 1 further comprising an additional essentially unreacted polyol.

7. The coating composition of Claim 6 further comprising an additional essentially unreacted hydrolyzed and condensed organosilane.

8. The coating composition of Claim 1 further comprising water.

9. The coating composition of Claim 7 further comprising water.

10. The coating composition of Claim 7 further comprising an organic solvent.

11. The coating composition of Claim 9 further comprising an organic solvent.

12. The coating composition of Claim 7 wherein the sum of said organosilane-polyol, said curing agent, said additional essentially unreacted polyol, and said additional essentially unreacted hydrolyzed and condensed organosilane, by weight total at least 60 percent of the total weight of said composition.

13. The coating composition of Claim 10 wherein the amount of said organosilane-polyol ranges from about 1 to about 40 percent by weight, the amount of said curing agent ranges from about 20 to about 80 percent by weight, the amount of said organic solvent ranges from about 5 to about 40 percent by weight, the amount of said additional essentially unreacted polyol ranges from about 1 to about 50 percent by weight, and the amount of said additional essentially unreacted hydrolyzed and condensed organosilane ranges from about 0.3 to about 5 percent by weight, all percentages being based on the total weight of said coating composition.

14. The coating composition of Claim 11 wherein the amount of said organosilane-polyol ranges from about 0.75 to about 30 percent by weight, the amount of said curing agent ranges from about 15 to about 61 percent by weight, the amount of said organic solvent ranges from about 3.0 to about 30 percent by weight, the amount of said additional essentially unreacted polyol ranges from about 0.75 to about 38 percent by weight, the amount of said additional essentially unreacted hydrolyzed and condensed organosilane ranges from about 0.20 to about 4.0 percent by weight, and the amount of water ranges from about 5 to about 30 percent by weight, all percentages being based on the total weight of said coating composition.

15. The coating composition of Claim 1 further comprising a pigment.