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US4267239A Expired / Lapsed US ⏱️ 0.0 years remaining

Vapor permeation curable coatings based on alkyd resins

Assignee: RESCO CHEMICALS AND COLOURS Ltd
•
Filing: 1979-09-19
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Granted: 1981-05-12
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Expires: 1999-09-19
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Abstract

Abstract Improved coating compositions for use in diversified applications, curable by permeation of a tertiary amine vapor or without permeation at room temperature. The composition and the coating process are characterized by the modification of an alkyd resin, having free hydroxyl groups, by reaction with p-hydroxybenzoic acid. The coatings display good flexibility and high gloss as well as good color retention and good adhesion to substrates.

Inventors

  • 👤 Chacko Thankachan
  • 👤 John G. Ritchie
  • 👤 Eugene Sahayada
  • 👤 Asok Sengupta

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 21:36
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/16; C08G18/18; C08G18/1891; C08G18/28; C08G18/40; C08G18/42; C08G18/4266; C08G18/4286; C08G18/4288; C08G18/70; C08G18/72; C08G18/77; C08G18/78; C08G18/79; C08G18/791; C08G18/795; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31591; Y10T428/31598; Y10T428/31601; Y10T428/31605

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 115 words
A process for producing a coated surface comprising (a) applying to a surface to be coated, a liquid film of a urethane forming composition comprising (i) an alkyd resin modified with p-hydroxy benzoic acid to provide side chain aromatic hydroxyl groups on the alkyd resin backbone, and (ii) at least one organic isocyanate selected from the group consisting of di- and poly-isocyanates, said at least one isocyanate having an at least partial aromatic character, wherein (iii) components (i) and (ii) are present in amounts such that the ratio of active hydroxyl hydrogen groups in (i) to isocyanate groups in (ii) is 1:1 to 1.5, and (b) curing the composition to form a solid urethane coating.
Claim 2
Dependent Claim 115 words
A process for producing a coated surface comprising (a) applying to a surface to be coated, a liquid film of a urethane forming composition comprising (i) an alkyd resin modified with p-hydroxy benzoic acid to provide side chain aromatic hydroxyl groups on the alkyd resin backbone, and (ii) at least one organic isocyanate selected from the group consisting of di- and poly-isocyanates, said at least one isocyanate having an at least partial aromatic character, wherein (iii) components (i) and (ii) are present in amounts such that the ratio of active hydroxyl hydrogen groups in (i) to isocyanate groups in (ii) is 1:1 to 1.5, and (b) curing the composition to form a solid urethane coating.
Claim 3
Dependent Claim 19 words
A process according to claim 1, wherein said curing comprises exposing said liquid film to a tertiary amine vapour.
Claim 4
Dependent Claim 11 words
A process according to claim 2, wherein said amine is triethylamine.
Claim 5
Dependent Claim 78 words
A process according to claim 2, wherein said alkyd resin is prepared in a two stage process in which a first stage comprises esterifying the p-hydroxy benzoic acid with an excess of at least one di- or poly-hydric alcohol to form a product mixture, and a second stage comprises reacting the product mixture with at least one acid component selected from the group consisting of di- and poly-basic acids, and anhydrides of said acids, and a drying oil.
Claim 6
Dependent Claim 70 words
A process according to claim 2, wherein said alkyd resin is prepared in a one stage process comprising reacting together at a temperature of 340° to 460° F. a mixture comprising the p-hydroxy benzoic acid, an excess of at least one di- or poly-hydric aliphatic alcohol, at least one acid component selected from the group consisting of di- and poly-basic acids and anhydrides of said acids, and a drying oil.
Claim 7
Dependent Claim 26 words
A process according to claim 5, wherein said alcohol comprises a mixture of trimethylolpropane and pentaerythritol, and said acid component comprises adipic acid and phthalic anhydride.
Claim 8
Dependent Claim 14 words
A process according to claim 6, wherein said drying oil comprises soya fatty acids.
Claim 9
Dependent Claim 43 words
A process according to claim 6, wherein said composition is applied to a wood-based sheet substrate in a wet thickness of 1.25 to 1.75 mils and said liquid film is exposed to said vapour for 5 to 25 seconds to effect said curing.
Claim 10
Dependent Claim 18 words
A process according to claim 8, wherein said isocyanate is a polymer of toluene diisocyanate and hexamethylene diisocyanate.
Claim 11
Dependent Claim 17 words
A process according to claim 8, wherein said isocyanate is an adduct of toluene diisocyanate and trimethylolpropane.
Claim 12
Dependent Claim 83 words
A curable coating composition comprising: (i) an alkyd resin modified with p-hydroxy benzoic acid to provide side chain aromatic hydroxyl groups in the alkyd resin backbone, in admixture with (ii) at least one organic isocyanate selected from the group consisting of diisocyanates and polyisocyanates, said isocyanate having an at least partial aromatic character, wherein (iii) components (i) and (ii) are present in amounts such that the ratio of active hydroxyl hydrogen groups in (i) to isocyanate groups in (ii) is 1:1 to 1.5.
Claim 13
Dependent Claim 83 words
A curable coating composition comprising: (i) an alkyd resin modified with p-hydroxy benzoic acid to provide side chain aromatic hydroxyl groups in the alkyd resin backbone, in admixture with (ii) at least one organic isocyanate selected from the group consisting of diisocyanates and polyisocyanates, said isocyanate having an at least partial aromatic character, wherein (iii) components (i) and (ii) are present in amounts such that the ratio of active hydroxyl hydrogen groups in (i) to isocyanate groups in (ii) is 1:1 to 1.5.
Claim 14
Dependent Claim 12 words
A composition according to claim 11, further including an organic tertiary amine.
Claim 15
Dependent Claim 78 words
A composition according to claim 12, wherein said alkyd resin is prepared in a two stage process in which a first stage comprises esterifying the p-hydroxy benzoic acid with an excess of at least one di- or polyhydric alcohol to form a product mixture, and a second stage comprises reacting the product mixture with at least one acid component selected from the group consisting of di- and polybasic acids, and anhydrides of said acids, and a drying oil.
Claim 16
Dependent Claim 70 words
A composition according to claim 12, wherein said alkyd resin is prepared in a one stage process comprising reacting together at a temperature of 340° to 460° F. a mixture comprising a p-hydroxy benzoic acid, an excess of at least one di- or poly-hydric aliphatic alcohol, at least one acid component selected from the group consisting of di- and poly-basic acids and anhydrides of said acids, and a drying oil.
Claim 17
Dependent Claim 26 words
A composition according to claim 14, wherein said alcohol comprises a mixture of trimethylolpropane and pentaerythritol, and said acid component comprises adipic acid and phthalic anhydride.
Claim 18
Dependent Claim 18 words
A composition according to claim 15, wherein said isocyanate is a polymer of toluene diisocyanate and hexamethylene diisocyanate.
Claim 19
Dependent Claim 17 words
A composition according to claim 15, wherein said isocyanate is an adduct of toluene diisocyanate and trimethylolpropane.
Claim 20
Dependent Claim 97 words
An article comprising a substrate coated with a cured urethane coating derived from a urethane forming composition comprising (i) an alkyd resin modified with p-hydroxy benzoic acid to provide side chain aromatic hydroxyl groups on the alkyd resin backbone, and (ii) at least one organic isocyanate selected from the group consisting of di- and poly-isocyanates, said at least one isocyanate having an at least partial aromatic character, wherein (iii) components (i) and (ii) are present in amounts such that the ratio of active hydroxyl hydrogen groups in (i) to isocyanate groups in (ii) is 1:1 to 1.5.
Claim 21
Dependent Claim 97 words
An article comprising a substrate coated with a cured urethane coating derived from a urethane forming composition comprising (i) an alkyd resin modified with p-hydroxy benzoic acid to provide side chain aromatic hydroxyl groups on the alkyd resin backbone, and (ii) at least one organic isocyanate selected from the group consisting of di- and poly-isocyanates, said at least one isocyanate having an at least partial aromatic character, wherein (iii) components (i) and (ii) are present in amounts such that the ratio of active hydroxyl hydrogen groups in (i) to isocyanate groups in (ii) is 1:1 to 1.5.
Claim 22
Dependent Claim 13 words
An article according to claim 17, wherein said substrate comprises a wood-based sheet.
Claim 23
Dependent Claim 77 words
An article according to claim 19, wherein said alkyd resin is prepared in a two stage process in which a first stage comprises esterifying the p-hydroxybenzoic acid with an excess of at least one di- or polyhydric alcohol to form a product mixture, and a second stage comprises reacting the product mixture with at least one acid component selected from the group consisting of di- and polybasic acids, and anhydrides of said acids, and a drying oil.
Claim 24
Dependent Claim 70 words
An article according to claim 19, wherein said alkyd resin is prepared in a one stage process comprising reacting together at a temperature of 340° to 460° F. a mixture comprising the p-hydroxy benzoic acid, an excess of at least one di- or poly-hydric aliphatic alcohol, at least one acid component selected from the group consisting of di- and poly-basic acids and anhydrides of said acids, and a drying oil.
Claim 25
Dependent Claim 26 words
An article according to claim 19, wherein said alcohol comprises a mixture of trimethylolpropane and pentaerythritol, and said acid component comprises adipic acid and phthalic anhydride.
Claim 26
Dependent Claim 18 words
An article according to claim 22, wherein said isocyanate is a polymer of toluene diisocyanate and hexamethylene diisocyanate.
Claim 27
Dependent Claim 17 words
An article according to claim 22, wherein said isocyanate is an adduct of toluene diisocyanate and trimethylolpropane.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-05-11 1984-11-10 1985-05-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-05-11 1988-11-10 1989-05-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-05-11 1992-11-10 1993-05-12 $7700.00 Window Closed / Lapsed

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