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US4147737A Expired / Lapsed US ⏱️ 0.0 years remaining

Powder coating composition employing mixture of polyepoxide resin with modified polyester resin

Assignee: DSM Resins US Inc
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Filing: 1977-03-30
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Granted: 1979-04-03
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Expires: 1997-03-30
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Abstract

Abstract Thermosetting coating compositions for powder coating processes, having a good powder stability, comprise a mixture of 4-25 wt % of a polyepoxide resin, the average molecule of which contains at least two epoxy groups, and 75-96 wt % of a solid modified polyester resin having an acid number of 30-100 and softens in the range of 60° C.-130° C. The solid modified polyester resin is the reaction product of an anhydride of a polybasic, organic carboxylic acid and a polyester having a hydroxyl number of 15-50 derived from a dibasic aromatic carboxylic acid and a specific alcohol component.

Inventors

  • 👤 Anton J. Sein
  • 👤 Johan Reitberg
  • 👤 Johan M. Schouten

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 10:59
CPC Classifications
C; C09; C09D; C09D167/00; C08; C08G; C08G63/00; C08G63/02; C08G63/12; C08G63/16; C08G63/20; C08G63/40; C08G63/42; C08G63/66; C08G63/668; C08G63/672; C09D163/00; C09D163/06; Y; Y10; Y10S; Y10S524/00; Y10S524/904; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511; Y10T428/31529; Y10T428/31678; Y10T428/31681

Claims Analysis

Total Claims: 31
Claim 1
Independent Claim 339 words
A homogeneous pulverulent substantially unreacted thermosettable composition comprising a mixture of: (1) 4% to 25% by weight of a polyepoxide compound or mixture of compounds, the molecules of which contain an average of at least two epoxy groups, and (2) 75.% to 96% by weight of a solid modified polyester resin having an acid number of from 30 to 100, and which softens in the range 60° C. to 130° C., said solid modified polyester resin comprising the reaction product of: (a) an anhydride of a polybasic, organic carboxylic acid, and (b) a polyester resin having a hydroxyl number of from 15 to 50, the acid component of this polyester resin comprising a dibasic, aromatic carboxylic acid and the alcohol component comprising: (c) from 0 to 100 mole % (based on the total alcohol component of the polyester) of an alcohol having the general formula: ##STR3## in which R 1 and R 2 represent alkylene groups having from 2 to 4 carbon atoms, R 3 represents a direct bond between the rings or an alkylidene group having from 1 to 4 carbon atoms or a cycloalkylidene group having 6 carbon atoms, or a carbonyl group, or a sulphone group, x and y are numerals each being at least one, the sum of x and y being not greater than 6, and R 4 and R 5 represent a hydrogen atom or alkyl radical having from 1 to 6 carbon atoms; (d) from 0 to 40 mole % (based on the total alcohol component of the polyester) of a glycidyl ester of the general formula: ##STR4## in which R is a straight or branched chain, saturated or unsaturated hydrocarbon radical having from 4 to 20 carbon atoms, or a substituted or unsubstituted benzene nucleus, and (e) from 0 to 100 mole % (based on the total alcohol component of the polyester) of at least one dihydric, aliphatic alcohol, the sum of the alcohol components (c), (d), and (e) being 100 mole %, and said composition having a good powder stability.
Claim 2
Dependent Claim 339 words
A homogeneous pulverulent substantially unreacted thermosettable composition comprising a mixture of: (1) 4% to 25% by weight of a polyepoxide compound or mixture of compounds, the molecules of which contain an average of at least two epoxy groups, and (2) 75.% to 96% by weight of a solid modified polyester resin having an acid number of from 30 to 100, and which softens in the range 60° C. to 130° C., said solid modified polyester resin comprising the reaction product of: (a) an anhydride of a polybasic, organic carboxylic acid, and (b) a polyester resin having a hydroxyl number of from 15 to 50, the acid component of this polyester resin comprising a dibasic, aromatic carboxylic acid and the alcohol component comprising: (c) from 0 to 100 mole % (based on the total alcohol component of the polyester) of an alcohol having the general formula: ##STR3## in which R 1 and R 2 represent alkylene groups having from 2 to 4 carbon atoms, R 3 represents a direct bond between the rings or an alkylidene group having from 1 to 4 carbon atoms or a cycloalkylidene group having 6 carbon atoms, or a carbonyl group, or a sulphone group, x and y are numerals each being at least one, the sum of x and y being not greater than 6, and R 4 and R 5 represent a hydrogen atom or alkyl radical having from 1 to 6 carbon atoms; (d) from 0 to 40 mole % (based on the total alcohol component of the polyester) of a glycidyl ester of the general formula: ##STR4## in which R is a straight or branched chain, saturated or unsaturated hydrocarbon radical having from 4 to 20 carbon atoms, or a substituted or unsubstituted benzene nucleus, and (e) from 0 to 100 mole % (based on the total alcohol component of the polyester) of at least one dihydric, aliphatic alcohol, the sum of the alcohol components (c), (d), and (e) being 100 mole %, and said composition having a good powder stability.
Claim 3
Dependent Claim 20 words
A composition according to claim 1, in which (a) is an anhydride of an aromatic at least tribasic carboxylic acid.
Claim 4
Dependent Claim 51 words
A composition according to claim 1, in which (a) is a mixture of an anhydride of an aromatic, at least tribasic carboxylic acid and up to 50 mole% (based on the mixture of acid anhydrides) of an anhydride of a saturated or unsaturated, aliphatic or aromatic or cycloaliphatic dibasic carboxylic acid.
Claim 5
Dependent Claim 54 words
A composition according to claim 1, wherein said polyester resin (b) has a softening point of at least 80° C., and in which anhydride (a) is composed of 0-100 mole % (based on the mixture of said anhydrides) of one or more anhydrides of saturated or unsaturated aliphatic or cycloaliphatic or heterocyclic polycarboxylic acids.
Claim 6
Dependent Claim 14 words
A composition accoring to claim 1, in which the polyepoxide compound is triglycidyl isocyanurate.
Claim 7
Dependent Claim 9 words
The composition of claim 1 being in powder form.
Claim 8
Dependent Claim 16 words
The composition of claim 1 being a powder having a particle size of about 20-150 microns.
Claim 9
Dependent Claim 27 words
The composition of claim 1, wherein said polyester having a hydroxyl number of from 15 to 50 softens in the range of 60° C. to 130° C.
Claim 10
Dependent Claim 339 words
A homogeneous pulverulent substantially unreacted thermosettable composition comprising a mixture of: (1) 4% to 25% by weight of a polyepoxide compound or mixture of compounds, the molecules of which contain an average of at least two epoxy groups, and (2) 75% to 96% by weight of a solid modified polyester resin having an acid number of from 40 to 80, and which softens in the range 60° C. to 130° C., said solid modified polyester resin comprising the reaction product of: (a) an anhydride of a polybasic, organic carboxylic acid, and (b) a polyester resin having a hydroxyl number of from 15 to 40, the acid component of this polyester resin comprising a dibasic, aromatic carboxylic acid and the alcohol component comprising: (c) from 0 to 100 mole % (based on the total alcohol component of the polyester) of an alcohol having the general formula: ##STR5## in which R 1 and R 2 represent alkylene groups having from 2 to 4 carbon atoms, R 3 represents a direct bond between the rings or an alkylidene group having from 1 to 4 carbon atoms or a cycloalkylidene group having 6 carbon atoms, or a carbonyl group, or a sulphone group, x and y are numerals each being at least one, the sum of x and y being not greater than 6, and R 4 and R 5 represent a hydrogen atom or alkyl radical having from 1 to 6 carbon atoms; (d) from 0 to 40 mole % (based on the total alcohol component of the polyester) of a glycidyl ester of the general formula: ##STR6## in which R is a straight or branched chain, saturated or unsaturated hydrocarbon radical having from 4 to 20 carbon atoms, or a substituted or unsubstituted benzene nucleus, and (e) from 0 to 100 mole % (based on the total alcohol component of the polyester) of at least one dihydric, aliphatic alcohol, the sum of the alcohol components (c), (d), and (e) being 100 mole %, and said composition having a good powder stability.
Claim 11
Dependent Claim 339 words
A homogeneous pulverulent substantially unreacted thermosettable composition comprising a mixture of: (1) 4% to 25% by weight of a polyepoxide compound or mixture of compounds, the molecules of which contain an average of at least two epoxy groups, and (2) 75% to 96% by weight of a solid modified polyester resin having an acid number of from 40 to 80, and which softens in the range 60° C. to 130° C., said solid modified polyester resin comprising the reaction product of: (a) an anhydride of a polybasic, organic carboxylic acid, and (b) a polyester resin having a hydroxyl number of from 15 to 40, the acid component of this polyester resin comprising a dibasic, aromatic carboxylic acid and the alcohol component comprising: (c) from 0 to 100 mole % (based on the total alcohol component of the polyester) of an alcohol having the general formula: ##STR5## in which R 1 and R 2 represent alkylene groups having from 2 to 4 carbon atoms, R 3 represents a direct bond between the rings or an alkylidene group having from 1 to 4 carbon atoms or a cycloalkylidene group having 6 carbon atoms, or a carbonyl group, or a sulphone group, x and y are numerals each being at least one, the sum of x and y being not greater than 6, and R 4 and R 5 represent a hydrogen atom or alkyl radical having from 1 to 6 carbon atoms; (d) from 0 to 40 mole % (based on the total alcohol component of the polyester) of a glycidyl ester of the general formula: ##STR6## in which R is a straight or branched chain, saturated or unsaturated hydrocarbon radical having from 4 to 20 carbon atoms, or a substituted or unsubstituted benzene nucleus, and (e) from 0 to 100 mole % (based on the total alcohol component of the polyester) of at least one dihydric, aliphatic alcohol, the sum of the alcohol components (c), (d), and (e) being 100 mole %, and said composition having a good powder stability.
Claim 12
Dependent Claim 18 words
A composition according to claim 9, in which (2) has an acid number of from 55 to 70.
Claim 13
Dependent Claim 17 words
A composition according to claim 9, in which (b) has a hydroxyl number of at least 25.
Claim 14
Dependent Claim 14 words
A composition according to claim 9, in which the polyepoxide compound is triglycidyl isocyanurate.
Claim 15
Dependent Claim 9 words
The composition of claim 9, being in powder form.
Claim 16
Dependent Claim 16 words
The composition of claim 9, being a powder having a particle size of about 20-150 microns.
Claim 17
Dependent Claim 27 words
The composition of claim 9 wherein said polyester having a hydroxyl number of from 15 to 50 softens in the range of 60° C. to 130° C.
Claim 18
Dependent Claim 325 words
A homogeneous pulverulent substantially unreacted thermosettable composition comprising a mixture of: (1) 8% to 15% by weight of a polyepoxide compound or mixture of compounds, the molecules of which contain an average of at least two epoxy groups, and (2) 85% to 92% by weight of a solid modified polyester resin having an acid number of from 40 to 80, and which softens in the range 60° to 130° C., said solid modified polyester resin comprising the reaction product of: (a) an anhydride of a polybasic, organic carboxylic acid, and (b) a polyester resin having a hydroxyl number of from 15 to 40, the acid component of this polyester resin comprising a dibasic, aromatic carboxylic acid and the alcohol component is: (c) from 0 to 100 mole % (based on the total alcohol component of the polyester) of an alcohol having the general formula: ##STR7## in which R 1 and R 2 represent alkylene groups having 2 or 3 carbon atoms, R 3 represents an alkylidene group having 3 or 4 carbon atoms, x and y are numerals each being at least one, the sum of x and y being not greater than 6 and R 4 and R 5 represent hydrogen atoms, so that the two nuclei are benzene nuclei, (d) from 0 to 40 mole % (based on the total alcohol component of the polyester) of a glycidyl ester of the general formula: ##STR8## in which R is a branched chain, saturated alkyl group having from 4 to 10 carbon atoms, and (e) from 0 to 100 mole % (based on the total alcohol component of the polyester) of at least one dihydric, aliphatic alcohol, (f) from 0 to 10 mole % (based on the total alcohol component of the polyester) of at least one aliphatic, at least trihydric alcohol, the sum of the alcohol components (c), (d), (e), and (f) being 100 mole %, and said composition having a good powder stability.
Claim 19
Dependent Claim 325 words
A homogeneous pulverulent substantially unreacted thermosettable composition comprising a mixture of: (1) 8% to 15% by weight of a polyepoxide compound or mixture of compounds, the molecules of which contain an average of at least two epoxy groups, and (2) 85% to 92% by weight of a solid modified polyester resin having an acid number of from 40 to 80, and which softens in the range 60° to 130° C., said solid modified polyester resin comprising the reaction product of: (a) an anhydride of a polybasic, organic carboxylic acid, and (b) a polyester resin having a hydroxyl number of from 15 to 40, the acid component of this polyester resin comprising a dibasic, aromatic carboxylic acid and the alcohol component is: (c) from 0 to 100 mole % (based on the total alcohol component of the polyester) of an alcohol having the general formula: ##STR7## in which R 1 and R 2 represent alkylene groups having 2 or 3 carbon atoms, R 3 represents an alkylidene group having 3 or 4 carbon atoms, x and y are numerals each being at least one, the sum of x and y being not greater than 6 and R 4 and R 5 represent hydrogen atoms, so that the two nuclei are benzene nuclei, (d) from 0 to 40 mole % (based on the total alcohol component of the polyester) of a glycidyl ester of the general formula: ##STR8## in which R is a branched chain, saturated alkyl group having from 4 to 10 carbon atoms, and (e) from 0 to 100 mole % (based on the total alcohol component of the polyester) of at least one dihydric, aliphatic alcohol, (f) from 0 to 10 mole % (based on the total alcohol component of the polyester) of at least one aliphatic, at least trihydric alcohol, the sum of the alcohol components (c), (d), (e), and (f) being 100 mole %, and said composition having a good powder stability.
Claim 20
Dependent Claim 54 words
A composition according to claim 16, in which the anhydride (a) is a mixture of an anhydride of an aromatic, at least tribasic carboxylic acid and up to 50 mole % (based on the mixture of acid anhydrides) of an anhydride of a saturated or unsaturated, aliphatic or aromatic or cycloaliphatic dibasic carboxylic acid.
Claim 21
Dependent Claim 34 words
A composition according to claim 16, in which in the alcohol component (c) is from 0 to 10 mole%, (d) is from 0 to 20 mole% and (e) is from 75 to 100 mole%.
Claim 22
Dependent Claim 14 words
A composition according to claim 16, in which the polyepoxide compound is triglycidyl isocyanurate.
Claim 23
Dependent Claim 40 words
A composition according to claim 16, in which the molecule of the polyepoxide resin contains an average of at least three epoxy groups and in which the anhydride (a) is trimellitic acid anhydride, pyromellitic acid anhydride or hemimellitic acid anhydride.
Claim 24
Dependent Claim 9 words
The composition of claim 16 being in powder form.
Claim 25
Dependent Claim 16 words
The composition of claim 16 being a powder having a particle size of about 20-150 microns.
Claim 26
Dependent Claim 27 words
The composition of claim 16 wherein said polyester having a hydroxyl number of from 15 to 50 softens in the range of 60° C. to 130° C.
Claim 27
Dependent Claim 26 words
The composition of claim 1, wherein said polyester includes up to 10 mole % (based on the total alcohol component) of aliphatic trihydric or polyhydric alcohols.
Claim 28
Dependent Claim 33 words
The composition of claim 1 wherein said polyester includes up to 10 mole % (based on the total acid component) of a polybasic, aliphatic carboxylic acid or of a tribasic, aromatic carboxylic acid.
Claim 29
Dependent Claim 13 words
The composition of claim 1 wherein said epoxide is polyglycidylether of orthocresol-formaldehyde novolak.
Claim 30
Dependent Claim 11 words
The composition of claim 1 wherein said epoxide is diglycidyl terephthalate.
Claim 31
Dependent Claim 36 words
The composition of claim 1 wherein said polyester melts above about 100° C. and wherein said anhydride includes at least one anhydride of saturated or unsaturated, aliphatic, aromatic, cycloaliphatic or heterocyclic dibasic and higher polycarboxylic acids.

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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) 1982-04-02 1982-10-02 1983-04-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-04-02 1986-10-02 1987-04-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-04-02 1990-10-02 1991-04-03 $7700.00 Window Closed / Lapsed

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