USRE28780E - Process for the preparation of free-flowing, lump-free redispersible, synthetic resin powders - Google Patents

Process for the preparation of free-flowing, lump-free redispersible, synthetic resin powders Download PDF

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USRE28780E
USRE28780E US05/529,625 US52962574A USRE28780E US RE28780 E USRE28780 E US RE28780E US 52962574 A US52962574 A US 52962574A US RE28780 E USRE28780 E US RE28780E
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vinyl
copolymers
free
esters
water
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Eduard Bergmeister
Paul-Gerhard Kirst
Heinz Winkler
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Wacker Chemie AG
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Wacker Chemie AG
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00Processes of treating or compounding macromolecular substances
    • C08J3/12Powdering or granulating
    • C08J3/124Treatment for improving the free-flowing characteristics
    • CCHEMISTRY; METALLURGY
    • C04CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04BLIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B28/00Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements
    • C04B28/02Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements containing hydraulic cements other than calcium sulfates
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00Processes of treating or compounding macromolecular substances
    • C08J3/12Powdering or granulating
    • C08J3/122Pulverisation by spraying
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00Processes of treating or compounding macromolecular substances
    • C08J3/12Powdering or granulating
    • C08J3/16Powdering or granulating by coagulating dispersions

Definitions

  • Redispersible, synthetic resin powders are prepared by the spraydraying of aqueous synthetic resin dispersions with the aid of a unitary or binary nozzle in a hot air stream. Particularly when starting from synthetic resin dispersions whose polymers have a low softening temperature, either in the spray drying, a caking of the particles occurs, or the powder formed tends under the influence of heat and/or pressure to form lumps. Under these conditions, the redispersibility and the flow properties of the powders are destroyed.
  • One method for the improvement of such dispersion powders consists in adding, either during the polymerization or before the spraydraying of the dispersions, large amounts of protective colloids.
  • the dispersibility is indeed improved, but other properties of the powders are impaired, for example the stability to water spotting and resolution is strongly diminished.
  • redispersible synthetic resin powders are utilized as adducts to hydraulic setting masses.
  • the compression, flexural tensile and adhesive strength of the masses is not sufficient and is, in addition, adversely affected by the addition of inert substances and protective colloids.
  • An object of the invention is the development of a process for the production of free-flowing, lump-free redispersible synthetic resin powders which are free of the above-mentioned drawbacks.
  • Another object of the invention is the development of a process for the preparation of free-flowing, lump-free, water-redispersible synthetic resin powder which consists essentially in spraydrying an aqueous polymerizate dispersion of a synthetic resin having added thereto from 2% to 30% by weight, based on the solids content of said polymerizate dispersion, of a water-soluble condensation product of melamine and formaldehyde containing sulfonate groups under customary spraydrying conditions and recovering said free-flowing, lump-free, water-redispersible synthetic resin powder.
  • the claimed process is applicable to many types of aqueous polymerizate dispersions of synthetic resins.
  • polymer dispersions are homopolymerization, copolymerization and graft polymerization dispersion products of acrylic acid esters particularly esters of alkanols having 1 to 18 carbon atoms; styrene and, acrylic or methacrylic acid esters particularly esters of alkanols having 1 to 18 carbon atoms; styrene and butadiene; styrene, butadiene and acrylic acid esters, particularly esters of alkanols having 1 to 18 carbon atoms; vinyl esters, particularly esters of alkanoic acids having 2 to 18 carbon atoms such as vinyl acetate; vinyl acetate and straight-chain vinyl esters of alkanoic acids with 3 to 18 carbon atoms; vinyl acetate and branched vinyl esters of branched alkanoic acids with 4 to 18 carbon atoms; vinyl esters, particularly vinyl esters of straight or
  • Polymers with a low softening point for which the process is particularly suitable are for instance copolymers from vinyl acetate and/or vinyl chloride and etylene, preferably with up to 30% by weight of ethylene; vinyl acetate and/or vinyl chloride and vinyl laurate with over 20% by weight of vinyl laurate; vinyl acetate and acrylic acid esters with alcohols of a chain length of more than 4 carbon atoms; vinyl acetate and vinyl "Versatic acid” esters ("Versatic acid”, trade name for branched alkanoic acids having from 8 to 18 carbon atoms) and vinyl propionate copolymers.
  • the synthetic resin dispersions are prepared by conventional processes by free-radical polymerization of the monomers in water in the presence of emulsifiers and/or protective colloids, and, optionally, chain-length regulators and buffers as well as other polymerization auxiliaries.
  • the condensation product from melamine and formaldehyde, containing sulfonate groups is admixed either as a powder or preferably in aqueous solution to the polymer dispersions, to be spraydried. Subsequently the mixture is subjected to known spraydrying process under conventional conditions of exposure to warm gases such as air to temperature of from 30° to 50°C.
  • the water-soluble condensation products from melamine and formaldehyde containing sulfonate groups which are principally suitable are the condensation products of melamine, formaldehyde and containing sulfonate groups in which the molar ratio of melamine to formaldehyde to sulfonate group is in the range of 0.5 to 2:2 to 4:0.5 to 2.
  • Preferable is the condensation product of melamine, formaldehyde and sodium bisulfite in a 1:3:1 ratio where the condensation product has the formula ##EQU1## where n is an integer from 5 to 300, preferably 10 to 100.
  • alkali metal bisulfites are preferred.
  • the condensation products prepared from formaldehyde, melamine and sulfonates are commercially available, for example, under the trademark "Melment” of the Sud Weg Kalk-Stickstoff-Werke AG, Torstberg, Germany. Also condensation products can be utilized that contain free sulfonic acid groups.
  • protective colloids such as polyvinyl alcohol, cellulose derivatives and polyvinylpyrrolidone, or inert substances, such as kaolin, chalk, silicates, talc, diatomaceous earth, silicic acid, barium or calcium sulfate, in amounts of from 5% to 50% by weight, based on the solids content of the synthetic resin powder.
  • protective colloids such as polyvinyl alcohol, cellulose derivatives and polyvinylpyrrolidone
  • inert substances such as kaolin, chalk, silicates, talc, diatomaceous earth, silicic acid, barium or calcium sulfate
  • the redispersible powders may be used in all already known application fields.
  • a preferred application is the addition of these powders for the improvement of hydraulic setting masses in amounts from 2% to 25% by weight, based on the hydraulic setting ingredients.
  • hydraulic setting masses examples include floor tile adhesives, fillers, plasters for facing, adhesive plasters, concrete mortar, spakling mortar and concrete flooring. Improvements, above all in the compression, adhesive and flexural tensile strength are attained.
  • a known, solid antifoam agent is added to the dispersions made from the powders, according to the invention.
  • antifoam agents are, for example, prepared by applying a silicone defoamer or an alcohol to a porous, inert material and thus the liquid defoamer may be applied as a solid.
  • the particle size of the resin powder, according to b was, after redispersion in water, in a range of from 5 to 20 ⁇ .
  • the particle size of the resin powder, according to c and d was, after redispersion in water, at a maximum of 5 ⁇ .

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Ceramic Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Inorganic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Structural Engineering (AREA)
  • Dispersion Chemistry (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
  • Phenolic Resins Or Amino Resins (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

This invention relates to a process for the preparation of free-flowing, lump-free redispersible synthetic resin powders by spraydrying aqueous dispersions of synthetic resins containing an added amount of a water-soluble condensation product from melamine, formaldehyde and containing sulfonate groups.

Description

THE PRIOR ART
Redispersible, synthetic resin powders are prepared by the spraydraying of aqueous synthetic resin dispersions with the aid of a unitary or binary nozzle in a hot air stream. Particularly when starting from synthetic resin dispersions whose polymers have a low softening temperature, either in the spray drying, a caking of the particles occurs, or the powder formed tends under the influence of heat and/or pressure to form lumps. Under these conditions, the redispersibility and the flow properties of the powders are destroyed.
One method for the improvement of such dispersion powders consists in adding, either during the polymerization or before the spraydraying of the dispersions, large amounts of protective colloids. By this method, the dispersibility is indeed improved, but other properties of the powders are impaired, for example the stability to water spotting and resolution is strongly diminished.
It has been further known, to add inert substances to the dispersion before the spraydraying or to the dispersion powder before the drying. Such adducts only shown an effect, if they are applied in large amounts, whereby the properties of the synthetic resin powders are strongly influenced. On the application of small amounts, the inert substance is enveloped by the synthetic resin, so that the addition has no effect.
Generally these redispersible synthetic resin powders are utilized as adducts to hydraulic setting masses. In this use, it is often found, that the compression, flexural tensile and adhesive strength of the masses is not sufficient and is, in addition, adversely affected by the addition of inert substances and protective colloids.
OBJECTS OF THE INVENTION
An object of the invention is the development of a process for the production of free-flowing, lump-free redispersible synthetic resin powders which are free of the above-mentioned drawbacks.
Another object of the invention is the development of a process for the preparation of free-flowing, lump-free, water-redispersible synthetic resin powder which consists essentially in spraydrying an aqueous polymerizate dispersion of a synthetic resin having added thereto from 2% to 30% by weight, based on the solids content of said polymerizate dispersion, of a water-soluble condensation product of melamine and formaldehyde containing sulfonate groups under customary spraydrying conditions and recovering said free-flowing, lump-free, water-redispersible synthetic resin powder.
These and other objects of the invention will become more apparent as the description thereof proceeds.
DESCRIPTION OF THE INVENTION
The above objects have been achieved and the disadvantages of the prior art have been overcome by the newly formed process for the preparation of free-flowing, lump-free water-redispersible synthetic resin powder by spraydrying of aqueous polymerization dispersions of synthetic resins under conventional spraydrying conditions that is characterized in that, before the spraydrying of the dispersions, water-soluble condensation products from melamine and formaldehyde containing sulfonate groups are added to the dispersions in amounts of from 2% to 30% by weight, preferably from 5% to 19% by weight, based on the solids content of the dispersion.
It is surprising to find that the addition, according to the invention, prevents a caking of the powders during the preparation and in addition, increases their storageability. Even under influence of heat and pressure no caking of the powders occurs, so that the redispersibility is maintained completely and the powders are free-flowing.
These advantages are particularly apparent in the application of the process to the spraydrying of dispersions whose polymeric constituents have a softening point of from 0°C to 40°C (For the determination of softening point see "Adhasion", 1966, 3, Pages 57 - 100).
It is also surprising that the adhesive powder of the hydraulic setting masses, prepared with the powders, according to the invention, is not reduced and, moreover, an improvement of the compression and flexural tensile strength occurs.
The claimed process is applicable to many types of aqueous polymerizate dispersions of synthetic resins. Examples of such polymer dispersions are homopolymerization, copolymerization and graft polymerization dispersion products of acrylic acid esters particularly esters of alkanols having 1 to 18 carbon atoms; styrene and, acrylic or methacrylic acid esters particularly esters of alkanols having 1 to 18 carbon atoms; styrene and butadiene; styrene, butadiene and acrylic acid esters, particularly esters of alkanols having 1 to 18 carbon atoms; vinyl esters, particularly esters of alkanoic acids having 2 to 18 carbon atoms such as vinyl acetate; vinyl acetate and straight-chain vinyl esters of alkanoic acids with 3 to 18 carbon atoms; vinyl acetate and branched vinyl esters of branched alkanoic acids with 4 to 18 carbon atoms; vinyl esters, particularly vinyl esters of straight or branched chain alkanoic acids having 2 to 18 carbon atoms, and vinyl chloride and/or olefins, particularly olefins having 2 to 4 carbon atoms; vinyl chloride, acrylic acid esters, particularly esters of alkanols having 1 to 18 carbon atoms, and vinyl acetate; vinylidene chloride and acrylic acid esters, particularly esters of alkanols having 1 to 18 carbon atoms.
Polymers with a low softening point for which the process is particularly suitable, are for instance copolymers from vinyl acetate and/or vinyl chloride and etylene, preferably with up to 30% by weight of ethylene; vinyl acetate and/or vinyl chloride and vinyl laurate with over 20% by weight of vinyl laurate; vinyl acetate and acrylic acid esters with alcohols of a chain length of more than 4 carbon atoms; vinyl acetate and vinyl "Versatic acid" esters ("Versatic acid", trade name for branched alkanoic acids having from 8 to 18 carbon atoms) and vinyl propionate copolymers.
The synthetic resin dispersions are prepared by conventional processes by free-radical polymerization of the monomers in water in the presence of emulsifiers and/or protective colloids, and, optionally, chain-length regulators and buffers as well as other polymerization auxiliaries.
According to the invention, the condensation product from melamine and formaldehyde, containing sulfonate groups, is admixed either as a powder or preferably in aqueous solution to the polymer dispersions, to be spraydried. Subsequently the mixture is subjected to known spraydrying process under conventional conditions of exposure to warm gases such as air to temperature of from 30° to 50°C.
The water-soluble condensation products from melamine and formaldehyde containing sulfonate groups which are principally suitable are the condensation products of melamine, formaldehyde and containing sulfonate groups in which the molar ratio of melamine to formaldehyde to sulfonate group is in the range of 0.5 to 2:2 to 4:0.5 to 2. Preferable is the condensation product of melamine, formaldehyde and sodium bisulfite in a 1:3:1 ratio where the condensation product has the formula ##EQU1## where n is an integer from 5 to 300, preferably 10 to 100.
As sulfonates alkali metal bisulfites are preferred. The condensation products prepared from formaldehyde, melamine and sulfonates are commercially available, for example, under the trademark "Melment" of the Suddeutsche Kalk-Stickstoff-Werke AG, Torstberg, Germany. Also condensation products can be utilized that contain free sulfonic acid groups.
It may also be advantageous, optionally to add, to the dispersion before spraydrying protective colloids, such as polyvinyl alcohol, cellulose derivatives and polyvinylpyrrolidone, or inert substances, such as kaolin, chalk, silicates, talc, diatomaceous earth, silicic acid, barium or calcium sulfate, in amounts of from 5% to 50% by weight, based on the solids content of the synthetic resin powder. Thereby in some cases improvements in the storageability are also attained.
The redispersible powders, according to the invention, may be used in all already known application fields. A preferred application is the addition of these powders for the improvement of hydraulic setting masses in amounts from 2% to 25% by weight, based on the hydraulic setting ingredients.
Examples of such hydraulic setting masses are floor tile adhesives, fillers, plasters for facing, adhesive plasters, concrete mortar, spakling mortar and concrete flooring. Improvements, above all in the compression, adhesive and flexural tensile strength are attained.
Optionally for the prevention of foaming, which is particularly disturbing in the use in hydraulic setting substances, a known, solid antifoam agent is added to the dispersions made from the powders, according to the invention. Such antifoam agents are, for example, prepared by applying a silicone defoamer or an alcohol to a porous, inert material and thus the liquid defoamer may be applied as a solid.
The following examples are illustrative of the invention without being limitative in any manner.
EXAMPLE
(1a) A synthetic resin dispersion with a 50% by weight solid content of an ethylene/vinyl acetate copolymer containing 10% by weight of ethylene was spraydried. There was hardly any powder separation as more than 80% of the synthetic resin adhered to the walls of the apparatus.
(b) To the same dispersion were admixed 2% by weight, based on the solid content of the dispersion, of a melamine-formaldehyde-sodium sulfonate condensation product (Melment L 10) with a molar ratio of 1:3:1 in the form of a 20% aqueous solution. On spraydrying, the separation of powder was 95%. The thus prepared powder was well redispersible and gave films that did not dissolve in a short-term exposure to water. In addition, the powder stored well. With the addition of 10% by weight of aluminum silicate, the powder held up in storage at elevated temperature and pressure.
6% by weight of the so prepared powder 1b were admixed to a floor-tile adhesive of 30% by weight of Portland cement and 70 % by weight of finely divided quartz sand. With the aid of this adhesive, there is an outstanding adhesion of ceramic floor-tiles on wood, concrete or plaster.
EXAMPLE
(2a) A synthetic resin dispersion with a 48% by weight solid content of an ethylene/vinyl acetate copolymer containing 30% by weight of ethylene was spraydried after an addition of 10% by weight, based on the solid content of the dispersion, of polyvinyl alcohol with a saponification number of 140 and a viscosity of 5 cP(in a 4% solution at 20°C). Very little powder discharge resulted.
(b) To the same dispersion was added, before the spraydrying, instead of the polyvinyl alcohol, 10% by weight, based on the solids content of the dispersion, of a melamine-formaldehyde-sodium sulfonate condensation product (Melament F 20) having a molar ratio of the components of about 1:3:1, dissolved in water. The powder discharge was 85%.
(c) With an additional charge of 10% be weight of polyvinyl alcohol with a saponification value of 140 and a viscosity of 5 cP(in a 4% solution at 20°C) to the dispersion of b), before the spraydrying, a separation of 98% resulted. To the resin dispersion, according to a), 30% by weight of the malamine-formaldehyde-sodium sulfonate condensation product (Melament F 20) were added, as under b. The separation was 98.3%.
The particle size of the resin powder, according to b was, after redispersion in water, in a range of from 5 to 20 μ. The particle size of the resin powder, according to c and d was, after redispersion in water, at a maximum of 5μ.
Concrete floorings from 25% by weight of Portland cement and 75% by weight of sharp-edged sand, with a grain size from 0.2 to 7 mm, that contained 5% by weight, based on the cement, of resin powder c) or d), had an excellent adhesive strength on conventional foundations and were elastically deformable. With the addition of the powders of b, 6% by weight had to be applied, in order to attain the same effect.
5 × 5 cm floor tiles were laid on a concrete of the type 300 DIN 1045 with a floor tile adhesive containing 30% by weight of Portland cement, 70% by weight of finely divided quartz sand and 6% by weight, based on the cement of dispersion powder 2a or 2c. After hardening under water for 28 days a tensile strength for 2a of 4 kp/cm2, for 2c of 8 kp/cm2 resulted.
To a mortar prepared according to DIN 1164, each time different resin powders in amounts of 10% by weight, based on the cement, were added (water/cement ratio 0.45). After 28 days of dry storage at 20°C and a relative air humidity of 65% (normal climate), the following test data were determined on test pieces.
______________________________________                                    
Powder   None      1a        1b      2c                                   
______________________________________                                    
Degree of                                                                 
spreading                                                                 
in cm    11.2      15.3      17.9    20                                   
Compression                                                               
strength 472       380       484     528                                  
Flexural                                                                  
tensile                                                                   
strength 71        97        115     133                                  
______________________________________                                    
EXAMPLE
(3a) A synthetic resin dispersion with a 50% by weight solid content of a vinyl acetate/vinyl laurate copolymer, containing 25% by weight of vinyl laurate, were spraydried. The separation was about 50%. The powder had a strong tendency for agglomeration.
(b) To the aqueous synthetic dispersion under 3a were added 75% by weight of a 20% melamine-formaldehyde-sodium sulfonate condensation product solution (Melment L 300). The mixture was spraydried and 94.5% of powder was discharged in the separation. The powder was free-flowing and well-dispersible with a maximum particle size of 10 μ.
EXAMPLE
(4a) A styrene/butadiene copolymer dispersion with a 45% by weight solid content, containing 60% by weight of styrene, was spraydried. There resulted a separation of 60.4%. The powder could be redispersed and a particle size between 15μ and 22μ resulted.
(b) With an addition of 50% by weight of a 20% aqueous "Melment F 10" solution to the dispersion under 4a a powder discharge of 97.3% was attained. On redispersing of this powder, the particle size was from 2 to 7μ .
The preceeding specific embodiments are illustrative of the practice of the invention. It is to be understood however that other expedients, known to those skilled in the art or disclosed herein, may be employed without departing from the spirit of the invention or the scope of the appended claims.

Claims (7)

We claim:
1. A process for the preparation of free-flowing lump-free, water-redispersible synthetic resin powder which consists essentially in spraydrying an aqueous polymerizate dispersion of a water-insoluble synthetic resin having a softening point of between 0°C and 40°C and selected from the group consisting of polymers of acrylic acid esters, copolymers of styrene and acrylic or methacrylic acid esters, copolymers of styrene and butadiene, terpolymers of styrene, butadiene and acrylic acid esters, polymers of vinyl esters, copolymers of vinyl acetate and straight-chain vinyl esters, copolymers of vinyl acetate and branched vinyl esters, .[.polymers of vinyl chloride, polymers of olefins, copolymers of vinyl chloride and olefins, copolymers of vinyl chloride, acrylic acid esters and vinyl acetate.]. .Iadd.copolymers of vinyl esters and vinyl chloride, copolymers of vinyl esters and olefins, terpolymers of vinyl esters, vinyl chloride and olefins, terpolymers of vinyl chloride, acrylic acid esters and vinyl acetate, .Iaddend.and copolymers of vinylidene chloride and acrylic acid esters, and having added thereto from 2% to 30% by weight, based on the solids content of said polymerizate dispersion, of a water-soluble condensation product of melamine and formaldehyde containing sulfonate groups in the molar ratio of melamine:formaldehyde:sulfonate groups of 0.5 to 2:2 to 4:0.5 to 2, under customary spray-drying conditions of exposure to warm gases at temperatures of from 30°C to 50°C and recovering said free-flowing, lump-free, water redispersible synthetic resin powder.
2. The process of claim 1 wherein said water-soluble condensation product is added to said aqueous polymerizate dispersion in an amount of from 5% to 19% by weight, based on the solids content of said polymerizate dispersion.
3. The process of claim 1 wherein said sulfonate groups in said condensation product are alkali metal sulfonate groups.
4. The process of claim 1 wherein said molar ratio of melamine: formaldehyde: sulfonate groups is 1:3:1 and said sulfonate groups are alkali metal sulfonate groups.
5. The process of claim 1 wherein said water-soluble condensation product is the condensation product of one mol of melamine, three mols of formaldehyde and one mol of sodium bisulfite.
6. The product produced by the process of claim 1.
7. A process for improving hydraulic setting masses which consists in adding from 2% to 25% by weight, based on the hydraulic setting ingredients, of the product of claim 6 to a hydraulic setting mass.
US05/529,625 1970-10-06 1974-12-05 Process for the preparation of free-flowing, lump-free redispersible, synthetic resin powders Expired - Lifetime USRE28780E (en)

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DE19702049114 DE2049114C3 (en) 1970-10-06 1970-10-06 Manufacture of free-flowing, non-blocking, redispersible plastic powder
US18580771A 1971-10-01 1971-10-01
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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2524460A1 (en) * 1982-04-06 1983-10-07 Schlumberger Etu Fabr Dowell Oil well cementing slurry inhibiting gas channelling - even at high temp., by including styrene!-butadiene! latex and latex stabiliser
EP0091377A1 (en) * 1982-04-06 1983-10-12 Pumptech N.V. Well cementing compositions for fighting annular flow of gas under pressure
US4814014A (en) 1986-12-09 1989-03-21 W. R. Grace & Co. Hydraulic cement additives and hydraulic cement compositions containing same
US4960465A (en) * 1986-12-09 1990-10-02 W. R. Grace & Co. Hydraulic cement additives and hydraulic cement compositions containing same
US5252704A (en) * 1992-06-05 1993-10-12 Air Products And Chemicals, Inc. Redispersible polymer powders using polyvinyl pyrrolidone as a dispersing aid
US5473013A (en) * 1994-05-02 1995-12-05 Air Products And Chemicals, Inc. Redispersible polymer powders by redistribution of polyvinyl alcohol dispersant
US5932647A (en) 1994-12-08 1999-08-03 Wacker - Chemie Gmbh Wood glue powder
US6281282B1 (en) * 1996-05-03 2001-08-28 Basf Aktiengesellschaft Polymer powders redispersible in aqueous solution
US8268927B2 (en) 2010-06-24 2012-09-18 Dow Global Technologies Llc Redispersible polymer powders prepared from blends of carboxylate
US9062143B2 (en) 2008-02-08 2015-06-23 Dow Global Technologies Llc Water-redispersible polymer powder
US9181130B2 (en) 2010-06-15 2015-11-10 Dow Global Technologies Llc Redispersible polymer powder compositions prepared from styrene butadiene-based latex for dry mix formulations

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA548658A (en) * 1957-11-12 M. Wooding William Concrete mix
US3340237A (en) * 1960-10-05 1967-09-05 Nopco Chem Co Resinous condensates
US3409578A (en) * 1963-04-16 1968-11-05 Rohm & Haas Powdered water-insoluble polymers dispersible in aqueous media and methods of making them
US3661829A (en) * 1970-04-13 1972-05-09 Suddentsche Kalkstickstoff Wer Aqueous sulfo modified melamine-form-aldehyde resin composition containing multivalent oxides

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA548658A (en) * 1957-11-12 M. Wooding William Concrete mix
US3340237A (en) * 1960-10-05 1967-09-05 Nopco Chem Co Resinous condensates
US3435009A (en) * 1960-10-05 1969-03-25 Diamond Shamrock Corp Derivatives of anionic linear copolymers
US3409578A (en) * 1963-04-16 1968-11-05 Rohm & Haas Powdered water-insoluble polymers dispersible in aqueous media and methods of making them
US3661829A (en) * 1970-04-13 1972-05-09 Suddentsche Kalkstickstoff Wer Aqueous sulfo modified melamine-form-aldehyde resin composition containing multivalent oxides

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2524460A1 (en) * 1982-04-06 1983-10-07 Schlumberger Etu Fabr Dowell Oil well cementing slurry inhibiting gas channelling - even at high temp., by including styrene!-butadiene! latex and latex stabiliser
EP0091377A1 (en) * 1982-04-06 1983-10-12 Pumptech N.V. Well cementing compositions for fighting annular flow of gas under pressure
US4814014A (en) 1986-12-09 1989-03-21 W. R. Grace & Co. Hydraulic cement additives and hydraulic cement compositions containing same
US4960465A (en) * 1986-12-09 1990-10-02 W. R. Grace & Co. Hydraulic cement additives and hydraulic cement compositions containing same
US5252704A (en) * 1992-06-05 1993-10-12 Air Products And Chemicals, Inc. Redispersible polymer powders using polyvinyl pyrrolidone as a dispersing aid
US5473013A (en) * 1994-05-02 1995-12-05 Air Products And Chemicals, Inc. Redispersible polymer powders by redistribution of polyvinyl alcohol dispersant
US5932647A (en) 1994-12-08 1999-08-03 Wacker - Chemie Gmbh Wood glue powder
US6281282B1 (en) * 1996-05-03 2001-08-28 Basf Aktiengesellschaft Polymer powders redispersible in aqueous solution
US9062143B2 (en) 2008-02-08 2015-06-23 Dow Global Technologies Llc Water-redispersible polymer powder
US9181130B2 (en) 2010-06-15 2015-11-10 Dow Global Technologies Llc Redispersible polymer powder compositions prepared from styrene butadiene-based latex for dry mix formulations
US8268927B2 (en) 2010-06-24 2012-09-18 Dow Global Technologies Llc Redispersible polymer powders prepared from blends of carboxylate

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