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US4331782A Expired / Lapsed US ⏱️ 0.0 years remaining

Hydroxybenzoic acid-epoxy adduct capping agents for polyester resins

Assignee: Sherwin Williams Co
•
Filing: 1981-03-05
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Granted: 1982-05-25
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Expires: 2001-03-05
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Abstract

Abstract The present invention is an improvement in a method for making a phenol-functional polyester polymer wherein a hydroxybenzoic acid, a polyol, and a dicarboxylic acid are subjected to a polyesterification reaction under polyesterification conditions to make said polymer. The improvement comprises conducting the reaction in two stages, the first stage comprising the formation of an ester-alcohol adduct between said hydroxybenzoic acid and an epoxy compound wherein the ratio of carboxyl groups from said hydroxybenzoic acid to said oxirane groups of said epoxy compound is about 1:1. The second stage of the improvement comprises conducting the polyesterification reaction with said adduct.

Inventors

  • 👤 Gary L. Linden

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 16:01
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G63/60

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 40 words
A method for making a phenol-functional polyester which comprises: (a) reacting a hydroxybenzoic acid with an epoxy-functional compound to form an ester-alcohol adduct; and (b) reacting said adduct with additional polyester-forming ingredients under polyesterification conditions to make said phenol-functional polyester.
Claim 2
Independent Claim 40 words
A method for making a phenol-functional polyester which comprises: (a) reacting a hydroxybenzoic acid with an epoxy-functional compound to form an ester-alcohol adduct; and (b) reacting said adduct with additional polyester-forming ingredients under polyesterification conditions to make said phenol-functional polyester.
Claim 3
Dependent Claim 17 words
The method of claim 1 wherein said additional polyester-forming ingredients comprise a polyol and a polycarboxylic acid.
Claim 4
Dependent Claim 19 words
The method of claim 2 wherein said polyol is a glycol and said polycarboxylic acid is a dibasic acid.
Claim 5
Dependent Claim 27 words
The method of claim 1 wherein said adduct and polyester-forming ingredients are in a molar ratio for said polyester to have at least two reactive phenol groups.
Claim 6
Dependent Claim 16 words
The method of claim 1 wherein said epoxy-functional compound is an epoxy-functional monomer, oligomer, or polymer.
Claim 7
Dependent Claim 26 words
The method of claim 5 wherein the molar ratio of carboxyl groups of said hydroxybenzoic acid to epoxy groups of said epoxy-functional compound is about 1:1.
Claim 8
Dependent Claim 17 words
The method of claim 1 wherein the resulting polyester is substantially free of reactive aliphatic hydroxyl groups.
Claim 9
Dependent Claim 72 words
In a method for making a coating composition rapidly curable in the presence of a vaporous tertiary amine, said coating composition comprising a phenol-functional polyester polymer and a multi-isocyanate curing agent, the improvement for synthesizing said polymer which comprises: (a) reacting a hydroxybenzoic acid with an epoxy-functional compound to form an ester-alcohol adduct; and (b) reacting said adduct with a additional polyester-forming ingredients under polyesterification conditions to make said phenol-functional polyester polymer.
Claim 10
Dependent Claim 72 words
In a method for making a coating composition rapidly curable in the presence of a vaporous tertiary amine, said coating composition comprising a phenol-functional polyester polymer and a multi-isocyanate curing agent, the improvement for synthesizing said polymer which comprises: (a) reacting a hydroxybenzoic acid with an epoxy-functional compound to form an ester-alcohol adduct; and (b) reacting said adduct with a additional polyester-forming ingredients under polyesterification conditions to make said phenol-functional polyester polymer.
Claim 11
Dependent Claim 28 words
The method of claim 8 wherein the molar ratio of the ingredients for said polyester polymer are such that said polyester polymer contains substantially no aliphatic hydroxyl groups.
Claim 12
Dependent Claim 13 words
The method of claim 8 or 9 wherein said epoxy-functional compound is mono-epoxy-functional.
Claim 13
Dependent Claim 18 words
The method of claim 10 wherein said epoxy group of said epoxy-functional compound is a terminal epoxy group.
Claim 14
Dependent Claim 12 words
The method of claim 8 wherein said hydroxybenzoic acid contains ring substitution.
Claim 15
Dependent Claim 13 words
The method of claim 8 wherein said epoxy-functional compound is a polymethylene oxide.
Claim 16
Dependent Claim 14 words
The method of claim 8 wherein said epoxy-functional compound is a glycidyl-functional acrylic copolymer.
Claim 17
Dependent Claim 21 words
The method of claim 8 wherein said hydroxybenzoic acid is selected from para-hydroxybenzoic acid, meta-hydroxybenzoic acid, ortho-hydroxybenzoic acid, and mixtures thereof.
Claim 18
Dependent Claim 21 words
The method of claim 8 wherein said ester-alcohol adduct is formed at a reaction temperature of up to about 175° C.
Claim 19
Dependent Claim 16 words
The method of claim 8 wherein said ester-alcohol adduct formation is conducted in an inert solvent.
Claim 20
Dependent Claim 21 words
The method of claim 8 wherein the molar ratio of said hydroxybenzoic acid to said epoxy functional compound is about 1:1.
Claim 21
Dependent Claim 17 words
The method of claim 8 wherein said additional polyester-forming ingredients comprise a polyol and a polycarboxylic acid.

References Cited (Backward Citations)

US3409579A Cited
US3429848A Cited
US3676392A Cited
US3789044A Cited
US3836491A Cited
GB1369351A Cited
US3822226A Cited
US3804805A Cited
US3890256A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-05-24 1985-11-23 1986-05-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-05-24 1989-11-23 1990-05-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-05-24 1993-11-23 1994-05-25 $7700.00 Window Closed / Lapsed

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