CA2493185A1 - Improved color in film-forming compositions - Google Patents

Improved color in film-forming compositions Download PDF

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Publication number
CA2493185A1
CA2493185A1 CA002493185A CA2493185A CA2493185A1 CA 2493185 A1 CA2493185 A1 CA 2493185A1 CA 002493185 A CA002493185 A CA 002493185A CA 2493185 A CA2493185 A CA 2493185A CA 2493185 A1 CA2493185 A1 CA 2493185A1
Authority
CA
Canada
Prior art keywords
oil
glycol
composition
stabilized
forming composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002493185A
Other languages
French (fr)
Other versions
CA2493185C (en
Inventor
Paul D. Bloom
Peter K. Fuge
George B. Poppe
Teodora R. Tabuena-Salyers
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Archer Daniels Midland Co
Original Assignee
Archer Daniels Midland Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Archer Daniels Midland Co filed Critical Archer Daniels Midland Co
Publication of CA2493185A1 publication Critical patent/CA2493185A1/en
Application granted granted Critical
Publication of CA2493185C publication Critical patent/CA2493185C/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C08K5/101—Esters; Ether-esters of monocarboxylic acids
    • C08K5/103—Esters; Ether-esters of monocarboxylic acids with polyalcohols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/13—Phenols; Phenolates
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/02—Emulsion paints including aerosols
    • C09D5/024—Emulsion paints including aerosols characterised by the additives

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Dispersion Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

This invention relates to a composition comprising, consisting of or alternatively consisting essentially of a stabilized glycol ester of a vegetable oil fatty acid and butylated hydroxy toluene. This invention also relates to latex film-forming compositions containing stabilized glycol esters, such as a stabilized propylene glycol monoester (PGME) mixture. This invention is also directed to methods of stabilizing glycol esters of a vegetable fatty acid by combining butylated hydroxy toluene. This invention also includes methods of preparing film-forming compositions comprising a stabilized glycol ester, such as the stabilized PGME mixture disclosed herein.

Claims (38)

1. A stabilized glycol ester composition consisting essentially of a glycol ester of a vegetable oil fatty acid and butylated hydroxy toluene.
2. The composition of claim 1, wherein said composition has a peroxide value below about 50.
3. The composition of claim 1, wherein said composition has a peroxide value below about 10.
4. The composition of claim 1, wherein said vegetable oil fatty acid is derived from a vegetable oil selected from the group consisting of a genetically modified vegetable oil, soybean oil, linseed oil, sunflower oil, corn oil, canola oil, rapeseed oil, palm kernel oil, cottonseed oil, peanut oil, coconut oil, palm oil, tung oil and safflower oil and derivatives and mixtures thereof.
5. The composition of claim 1, wherein said vegetable oil fatty acid is derived from a polyunsaturated vegetable oil.
6. The composition of claim 5, wherein said polyunsaturated vegetable oil contains less than about 2 percent of C 18:3 or higher polyunsaturated fatty acids.
7. The composition of claim 6, wherein said polyunsaturated vegetable oil is safflower oil, sunflower oil or corn oil.
8. The composition of claim 1, wherein said butylated hydroxy toluene is present from about 1.0 percent to about 0.05 percent by weight of said glycol ester of a vegetable oil fatty acid.
9. The composition of claim 1, wherein said glycol ester is derived from a glycol selected from the group consisting of ethylene glycol, propylene glycol, diethylene glycol and dipropylene glycol.
10. The composition of claim 9, wherein said glycol is propylene glycol.
11. The composition of claim 1, wherein said glycol ester of a vegetable oil fatty acid is a glycol monoester mixture comprising at least about 50 percent glycol monoesters by weight.
12. The composition of claim 11, wherein said glycol monoester comprises at least about 80 percent glycol monoesters by weight.
13. The composition of claim 12, wherein said glycol monoester is a propylene glycol monoester.
14. The stabilized glycol ester composition of claim 1 further comprising a UV stabilizer.
15. A latex film-forming composition comprising, the stabilized glycol ester of a vegetable oil fatty acid of claim 1.
16. The latex film-forming composition of claim 15, wherein said stabilized glycol ester has a peroxide value below about 50.
17. The latex film-forming composition of claim 15, wherein said stabilized glycol ester is a stabilized propylene glycol monoester.
18. The latex film-forming composition of claim 17, wherein said stabilized propylene glycol monoester contains at least about 80 percent monoesters.
19. The latex film-forming composition of claim 18, wherein said stabilized propylene glycol monoester has a Lovibond color below about 0.6 Red and below about 1.5 Yellow.
20. The latex film-forming composition of claim 15, wherein said vegetable oil fatty acid is derived from a vegetable oil selected from the group consisting of a genetically modified oil, soybean oil, linseed oil, sunflower oil, corn oil, canola oil, rapeseed oil, palm kernel oil, cottonseed oil, peanut oil, coconut oil, palm oil, tong oil and safflower oil and derivatives and mixtures thereof.
21. The latex film-forming composition of claim 15, wherein said vegetable oil fatty acid is derived from a polyunsaturated vegetable oil.
22. The latex film-forming composition of claim 21, wherein said polyunsaturated vegetable oil contains less than about 2 percent of C18:3 or higher polyunsaturated fatty acids.
23. The latex film-forming composition of claim 22, wherein said polyunsaturated vegetable oil is safflower oil, sunflower oil or corn oil.
24. The latex film-forming composition of claim 15, wherein said stabilized glycol is a stabilized propylene glycol monoester containing at least about 80 percent monoesters, wherein said monoester is derived from a from a polyunsaturated vegetable oil containing less than about 2 percent of C18:3 or higher polyunsaturated fatty acids.
25. The latex film-forming composition of claim 24, wherein said propylene glycol monoester has a peroxide value below about 50.
26. The latex film-forming composition of claim 25, wherein said stabilized propylene glycol monoester has a Lovibond color below about 0.6 Red and below about 1.5 Yellow.
27. The latex film-forming composition of claim 26, wherein said propylene glycol monoester is derived from safflower oil, sunflower oil or corn oil.
28. The latex film-forming composition of claim 15 further comprising a biocide.
29. The latex film-forming composition of claim 28, wherein said biocide is selected from the group consisting of Fungitrol 820, Fungitrol 720, Polyphase CST, Rozone 2000 and Polyphase 678.
30. The latex film-forming composition of claim 15 further comprising one or more pigments.
31. A method of stabilizing a glycol ester of a vegetable oil fatty acid comprising, combining an amount of butylated hydroxy toluene between about 1.0 percent to about 0.05 percent by weight of said glycol ester with said glycol ester, wherein a stabilized glycol ester is produced.
32. The method of claim 31, wherein said glycol ester has a peroxide value below about 50.
33. The method of claim 32, wherein said glycol ester has a peroxide value below about 10.
34. The method of claim 33, wherein said glycol ester is derived from a glycol selected from the group consisting of ethylene glycol, propylene glycol, diethylene glycol and dipropylene glycol.
35. The method of claim 31, further comprising combining a UV
stabilizer with said latex film-forming composition.
36. A method of preparing a film-forming composition comprising, combining the stabilized propylene glycol monoester composition of claim 13 with a film-forming composition.
37. The method of claim 36, wherein said stabilized propylene glycol monoester has a peroxide value below about 50.
38. The method of claim 37, wherein said stabilized propylene glycol monoester has a Lovibond color below about 0.6 Red and below about 1.5 Yellow.
CA2493185A 2004-01-16 2005-01-14 Improved color in film-forming compositions Expired - Fee Related CA2493185C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US53671604P 2004-01-16 2004-01-16
US60/536,716 2004-01-16

Publications (2)

Publication Number Publication Date
CA2493185A1 true CA2493185A1 (en) 2005-07-16
CA2493185C CA2493185C (en) 2012-07-10

Family

ID=34749043

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2493185A Expired - Fee Related CA2493185C (en) 2004-01-16 2005-01-14 Improved color in film-forming compositions

Country Status (5)

Country Link
US (2) US7271210B2 (en)
JP (1) JP2005200654A (en)
AU (1) AU2005200152B2 (en)
CA (1) CA2493185C (en)
MX (1) MXPA05000645A (en)

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AU2005200152B2 (en) * 2004-01-16 2009-04-23 Archer-Daniels-Midland Company Improved color in film-forming compositions
US7943283B2 (en) * 2006-12-20 2011-05-17 Xerox Corporation Toner compositions
DE102007021139A1 (en) 2007-05-03 2008-11-06 Cognis Ip Management Gmbh Use of esters as coalescing agent
US20090004394A1 (en) * 2007-06-29 2009-01-01 Anne Denise Koller Aqueous polymeric composition
US20100003345A1 (en) * 2008-07-02 2010-01-07 Kamlesh Gaglani Synergistic antimicrobial mixtures
FR2942475B1 (en) * 2009-02-26 2011-04-01 Sika Technology Ag DRY COMPOSITION COMPRISING A BINDER AND MODIFIED VEGETABLE OIL
EP2457959B1 (en) 2010-11-25 2014-01-08 Cognis IP Management GmbH Use of esters as coalescing agents
BRPI1102456B1 (en) * 2011-05-26 2021-03-30 Oxiteno S/a Industria E Comércio COMPOSITION OF COALESCENCE AGENTS, AND, USE OF THE COMPOSITION OF COALESCENCE AGENTS
WO2015130530A1 (en) 2014-02-26 2015-09-03 Elevance Renewable Sciences, Inc. Low-voc compositions and methods of making and using the same

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US2741563A (en) * 1952-09-26 1956-04-10 Texas Co Novel antioxidant and inhibited wax composition
US2843497A (en) * 1955-02-23 1958-07-15 Eastman Kodak Co Wax coatings containing synergistic antioxidants
US3600290A (en) * 1970-01-15 1971-08-17 Continental Can Co Furan-stabilized beta-hydroxy ester coating compositions
JPS5928555B2 (en) * 1980-03-28 1984-07-13 財団法人野口研究所 Production method of 5-acyloxymethylfurfural
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Also Published As

Publication number Publication date
US7271210B2 (en) 2007-09-18
AU2005200152A1 (en) 2005-08-04
US20080015296A1 (en) 2008-01-17
US20050182168A1 (en) 2005-08-18
AU2005200152B2 (en) 2009-04-23
US7875664B2 (en) 2011-01-25
JP2005200654A (en) 2005-07-28
CA2493185C (en) 2012-07-10
MXPA05000645A (en) 2005-09-08

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