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US3758634A Expired / Lapsed US ⏱️ 0.0 years remaining

Ontrol agents and diphenolic crosslinking agents powdered coating composition of unsaturated glycidyl copolymer flow c

Assignee: EIDP Inc
•
Filing: 1971-08-16
•
Granted: 1973-09-11
•
Expires: 1991-08-16
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Abstract

Abstract Powder coating compositions are disclosed. In general, individual powder coating compositions are a mixture of the following materials. A copolymer of glycidyl methacrylate and an ethylenically unsaturated compound is formed in such proportions as to obtain a copolymer with a glass transition temperature in the range of 40*C to 90*C and a molecular weight (Mn) in the range of 2500 to 8500. The glycidyl methacrylate is present in the copolymer from at least about 8 percent by weight to no more than about 25 percent by weight. Another material of the coating composition is a cross linking agent formed of a diphenol having a molecular weight in the range of about 110 to 550, the diphenol being present in the amount of 0.8 to 1.1 phenolic hydroxyl groups for each epoxy group in the copolymer. A third material used in forming the powder coating mixture is a flow control agent which forms at least 0.05 percent by weight of the mixture. The flow control agent is a polymer having a molecular weight (Mn) of at least 1000. The flow control agent also has, at the baking temperature of the powder coating composition, a lower surface tension than the surface tension of the copolymer.

Inventors

  • 👤 S Labana
  • 👤 S Newman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 02:34
CPC Classifications
C; C09; C09D; C09D133/00; C09D133/04; C09D133/06; C09D133/062; C09D133/068; C08; C08G; C08G59/00; C08G59/18; C08G59/20; C08G59/32; C08G59/3209; C08K; C08K5/00; C08K5/04; C08K5/13; C08L; C08L101/00; C08L57/00; C08L57/04; C09D133/14; C08L33/00; C08L33/04; C08L33/06; C08L33/08; C08L63/00; Y; Y10; Y10S; Y10S260/00; Y10S260/15; Y10S260/16; Y10S524/00; Y10S524/904

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 38 words
The powder coating composition of claim 1 further comprising: (D) a small weight percent of a catalyst which produces a gel time for the powder coating composition greater than 1 minute at the baking temperature of the composition.
Claim 2
Dependent Claim 28 words
The powder coating composition of claim 2 further comprising: a pigment forming from about 6 percent by weight to about 35 percent by weight of tHe total mixture.
Claim 3
Dependent Claim 17 words
The powder coating composition of claim 3 further comprising: a small weight percentage of an antistatic agent.
Claim 4
Dependent Claim 39 words
The powder coating composition of claim 2 wherein: said diphenol is selected from the group consisting of Bisphenol A, dihydroxy diphenyl sulfone, 1,1''-bis (4-hydroxyphenyl) cyclohexane, 2,2''-biphenol, 4,4''-biphenol, 1,3-dihydroxynaphthalene, bis(2-hydroxyphenol) methane, 4,4''-dihydroxydiphenyl sulfide, 4,4''-dihydroxydiphenyl oxide, bis(4-hydroxyphenyl) methane, and 2,2''-bis(4-hydroxyphenyl) butane.
Claim 5
Dependent Claim 239 words
A powder coating composition comprising a mixture of: A. a copolymer of a glycidyl ester of a mono-ethylenically unsaturated acid and an ethylenically unsaturated compound in such proportions as to obtain a copolymer with a glass transition temperature in the range of 50*C to 80*C and a molecular weight (Mn) in the range of 3,000 to 6,500, said glycidyl ester being present in the copolymer from at least about 10 percent by weight to no more than about 20 percent by weight; B. a diphenol selected from the group consisting of Bisphenol A, dihydroxy diphenyl sulfone, 1,1-bis (4-hydroxyphenyl) cyclohexane, 2,2''-biphenol, 4,4''-biphenol, 1,3-dihydroxynaphthalene, bis (2-hydroxyphenyl) methane, 4,4''-dihydroxydiphenyl sulfide, 4,4''-dihydroxydiphenyl oxide, bis (4-hydroxyphenyl) methane, and 2,2''-bis (4-hydroxyphenyl) butane, said diphenol being present in the amount of 0.8 to 1.1 phenolic hydroxyl groups for each epoxy group in the copolymer; C. a flow control agent forming from at least about 0.05 percent to about 4.0 percent by weight of the mixture, said flow control agent being a polymer having a molecular weight (Mn) of at least 1,000, said flow control agent being a polymer or a copolymer selected from the group consisting of acrylate esters, methacrylate esters and polyethylene or polypropylene glycol esters of fluorinated fatty acids; and D. a small weight percentage of a catalyst which produces a gel time for the powder coating composition at the compositions baking temperature of at least 1 minute and no greater than 40 minutes.
Claim 6
Dependent Claim 27 words
The powder coating composition of claim 6 further including: a pigment forming from about 6 percent by weight to about 35% by weight of the total mixture.
Claim 7
Dependent Claim 17 words
The powder coating composition of claim 7 further including: a small weight percentage of an antistatic agent.
Claim 8
Dependent Claim 27 words
The powder coating composition of claim 6 wherein: said diphenol is selected from the group consisting of Bisphenol A, dihydroxydiphenyl sulfone, bis(2-hydroxyphenyl) methane, and 2, 2''-bis(4-hydroxyphenyl) butane.
Claim 9
Dependent Claim 233 words
A powder coating composition comprising a mixture of: A. a copolymer of a glycidyl ester of a mono-ethylenically unsaturated acid and an ethylenically unsaturated compound in such proportions as to obtain a copolymer which a glass transition temperature in the range of 60*C to 70*C and with a molecular weight (Mn) in the range of 3,000 to 4,000, sai glycidyl ester being present in the copolymer from at least about 12 percent by weight to no more than about 18 percent by weight; B. a diphenol selected from the group consisting of Bisphenol A, dihydroxy diphenyl sulfone, 1,1''-bis(4-hydroxyphenyl) cyclohexane, 2,2''-biphenol, 4,4''-biphenol, 1,3-dihydroxynaphthalene, bis(2-hydroxyphenyl) methane, 4,4''-dihydoxydiphenyl sulfide, 4,4''-dihydroxydiphenyl oxide, bis(4-hydroxyphenyl) methane, and 2,2''-bis(hydroxyphenyl) butane, said diphenol being present in the amount of 0.8 to 1.1 phenolic hydroxyl groups for each epoxy group in the copolymer; C. a flow control agent forming from at least 0.05 percent to 4.0 percent by weight of the mixture, said flow control agent being a polymer having a molecular weight (Mn) of at least 1, 000, said flow control agent being a polymer or a copolymer selected from the group consisting of acrylate esters, methacrylate esters and polyethylene or polypropylene glycol esters of fluorinated fatty acids; and D. a small weight percentage of a catalyst which produces a gel time for the coating composition at its baking temperature of at least 1 minute and no greater than 10 minutes.
Claim 10
Dependent Claim 29 words
The powder coating composition of claim 10 wherein: a pigment is included which forms from about 6 percent by weight to about 35% by weight of the total mixture.
Claim 11
Dependent Claim 17 words
The powder coating composition of claim 11 further including: a small weight percentage of an antistatic agent.
Claim 12
Dependent Claim 22 words
The powder coating composition of claim 10 wherein: said diphenol is selected from the group consisting of Bisphenol A and dihydroxydiphenyl sulfone.
Claim 13
Dependent Claim 275 words
A powder coating composition comprising a mixture of: A. a copolymer of a glycidyl ester of a mono-ethylenically unsaturated acid and (1) an ethylenically unsatured monomer selected from the group consisting of methyl methacrylate, butyl methacrylate, butyl acrylate, ethyl acrylate, and 2-ethylhexyl acrylate; and (2) a modifying monomer selected from the group consisting of styrene, alpha methyl styrene, acrylonitrile and methacrylonitrile, in such proportions as to obtain a copolymer having a glass transition temperature in the range of 40*C to 90*C and a molecular weight (Mn) in the range of 2,500 to 8,500, said glycidyl ester being present in the copolymer from at least about 8 percent by weight to no more than 25 percent by weight, said modifying monomer being present in the copolymer from 0 percent by weight to no more than about 35 percent by weight; B. a diphenol having a molecular weight in the range of about 110 to 550, said diphenol being present in the amount of 0.8 to 1.1 phenolic hydroxyl groups for each epoxy group in the copolymer; C. a flow control agent forming from at least 0.05 percent to 4.0 percent by weight of the mixture, said flow control agent being a polymer having a molecular weight (Mn) of at least 1000, said flow control agent being a polymer or a copolymer selected from the group consisting of acrylate esters, methacrylate esters and polyethylene or polypropylene glycol esters of fluorinated fatty acids; and D. a small weight percentage of a catalyst which results in a gel time for the powder coating composition at its baking temperature of at least 1 minute but no greater than 40 minutes.
Claim 14
Dependent Claim 35 words
The powder coating composition of claim 14 wherein: a pigment is included which forms from about 6 percent by weight to about 35 percent by weight of the total mixture of the powder caoting composition.
Claim 15
Dependent Claim 18 words
The powder coating composition of claim 15 wherein: a small weight percentage of an antistatic agent is added.
Claim 16
Dependent Claim 40 words
The powder coating composition of claim 14 wherein: said diphenol is selected from the group consisting of Bisphenol A, dihydroxy diphenyl sulfone, 1,1''-bis(4-hydroxyphenyl) cyclohexane, 2,2''-biphenol, 4,4''-biphenol, 1,3-dihydroxynaphthalene, bis(2-hydroxyphenyl) methane, 4,4''-dihydroxy diphenyl sulfide, 4,4''-dihydroxydiphenyl oxide, bis (4-hydroxyphenyl) methane, and 2,2''-bis(4-hydroxyphenyl) butane.
Claim 17
Dependent Claim 292 words
A powder coating composition comprising a mixture of: A. a copolymer of a glycidyl ester of a mono-ethylenically unsaturated acid and (1) an ethylenically unsaturated monomer selected from the group consisting of methyl methacrylate, butyl methacrylate, butYl acrylate, ethyl acrylate, and 2-ethylhexyl acrylate, and (2) a modifying monomer selected from the group consisting of styrene, alpha methyl styrene, acrylonitrile and methacrylonitrile in such proportions as to obtain a copolymer having a glass transition temperature in the range of 50*C to 80*C and a molecular weight (Mn) in the range of 3,000 to 6,500, said glycidyl ester being present in the copolymer from at least 10 percent by weight to no more than 20 percent by weight, said modifying monomer being present in said copolymer from 0 percent by weight to no more than about 35 percent by weight; and B. a diphenol selected from the group consisting of Bisphenol A, dihydroxy diphenyl sulfone, 1,1''-bis(4-hydroxyphenyl) cyclohexane, 2,2''-biphenol, 4,4''-biphenol, 1,3-dihydroxynaphthalene, bis (2-hydroxyphenyl) methane, 4,4-dihydroxydiphenyl sulfide, 4,4''-dihydroxydiphenyl oxide, bis(4-hydroxyphenyl) methane, and 2,2''-bis(hydroxyphenyl) butane, said diphenol being present in the amount of 0.8 to 1.1 phenolic hydroxy groups for each epoxy group in the copolymer; C. a flow control agent forming from at least about 0.05 percent to 4.0 percent by weight of the mixture, said flow control agent being a polymer having a molecular weight (Mn) of at least 1,000, said flow control agent being a polymer or a copolymer selected from the group consisting of acrylate esters, methacrylate esters and polyethylene or polypropylene glycol esters of fluorinated fatty acids; and D. a small weight percentage of a catalyst sufficient to produce a gel time for the powder coating composition at its baking temperature of at least 1 minute but no greater than 40 minutes.
Claim 18
Dependent Claim 34 words
The powder coating composition of claim 18 wherein: a pigment is included which forms about 6 percent by weight to about 35 percent by weight of the total mixture of the powder coating composition.
Claim 19
Dependent Claim 17 words
The powder coating composition of claim 19 wherein: a small weight percentage of antistatic agent is added.
Claim 20
Dependent Claim 26 words
The powder coating composition of claim 18 wherein: said diphenol is selected from the group consisting of Bisphenol A, dihydroxydiphenyl sulfone, bis(4-hydroxyphenyl) methane and 2,2''-bis(4-hydroxyphenyl) butane.
Claim 21
Dependent Claim 294 words
A powder coating composition comprising a mixture of: A. a copolymer of a glycidyl ester of a mono-ethylenically unsaturated acid and (1) an ethylenically unsaturated monomer selected from the group consisting of methyl methacrylate, butyl methacrylate, butyl acrylate, ethyl acrylate, and 2-ethylhexyl acrylate, and (2) a modifying monomer selected from the group consisting of styrene, alpha methyl styrene, acrylonitrile and and methacrylonitrile in such proportions as to obtain a copolymer having a glass transition temperature in the range of 60*C to 70*C and a molecular weight (Mn) in the range of 3,000 to 4,000, said glycidyl ester being present in the copolymer from at least about 12 percent by weight to no more than 18 percent by weight, said modifying monomer being present in said copolymer from 0 percent by weight to no more than about 25 percent by weight; and B. a diphenol selected from the group consisting of Bisphenol A, dihydroxy diphenyl sulfone, 1,1'' bis(4-hydroxyphenyl) cyclohexane, 2,2''-biphenol, 4,4''-biphenol, 1,3-dihydroxynaphthalene, bis(2-hydroxyphenyl) methane, 4,4''-dihydroxydiphenyl sulfide, 4,4''-dihydroxydiphenyl oxide, bis(4-hydroxyphenyl) methane, and 2,2''-bis(4-hydroxyphenyl) butane, said diphenol being present in the amount of 0.8 to 1.1 phenolic hydroxyl groups for each epoxy group in the copolymer; C. A flow control agent forming from at least about 0.05 percent to 4.0 percent by weight of the mixture, said flow control agent being a polymer having a molecular mixture (Mn) of at least 1,000, said flow control agent being a polymer or a copolymer selected from the group consisting of acrylate esters, methacrylate esters and polyethylene or polypropylene glycol esters of fluorinated fatty acids; and D. a small weight percentage of a catalyst sufficient to produce a gel time for the powder coating composition at its baking temperature of at least 1 minute but no greater than 10 minutes.
Claim 22
Dependent Claim 29 words
The powder coating composition of claim 22 wherein: a pigment is included which forms about 6 percent by weight to about 35 percent by weight of the total mixture.
Claim 23
Dependent Claim 18 words
The powder coating composition of claim 23 wherein: a small weight percentage of an antistatic agent is added.
Claim 24
Dependent Claim 26 words
The powder coating composition of claim 22 wherein: said diphenol is selected from the group consisting of Bisphenol A, dihydroxydiphenyl sulfone, bis(4-hydroxyphenyl) methane and 2,2''-bis(4-hydroxyphenyl) butane.
Claim 25
Dependent Claim 28 words
The powder coating composition of claim 23 wherein: said mixture forming said powder coating composition has a particle size in the range from 10 microns to 100 microns.
Claim 26
Dependent Claim 28 words
The powder coating composition of claim 23 wherein: the size range of the particles forming the powder coating composition is in the range of 40 to 75 microns.
Claim 27
Dependent Claim 263 words
A powder coating composition comprising a mixture of: A. a copolymer of a glycidyl ester of a mono-ethylenically unsaturated acid and (1) an ethylenically unsaturated monomer selected from the group consisting of methyl methacrylate, butyl methacrylate, butyl acrylate, ethyl acrylate and 2-ethylhexyl acrylate, and (2) a modifying monomer selected from the group consisting of styrene, alpha methyl styrene, acrylonitrile and methacrylonitrile in such proportions as to obtain a copolymer having a glass transition temperature in the range of 60C to 70*C and a molecular weight (Mn) in the range of 3,000 to 4,000, said glycidyl ester being present in the copolymer in the rnage of 12 to 15 percent by weight, said modifying monomer being present in said copolymer from 0 percent by weight to no more than 35 percent by weight; and B. a diphenol selected from the group consisting of Bisphenol A and dihydroxyphenyl sulfone in the amount of 0.8 to 1.1 phenolic hydroxyl groups for each epoxy group in the copolymer; C. a flow control agent forming at least about 0.05 percent to 4.0 percent by weight of the mixture, said flow control agent being a polymer having a molecular weight (Mn) of at least 1, 000, said flow control agent being a polymer or a copolymer selected from the group consisting of acylate esters, methacrylate esters and polyethylene or polypropylene glycol esters of fluorinated fatty acids; and D. a small weight percentage of a catalyst which gives to the mixture a gel time at its baking temperature of at least 3 minutes but not in excess of 10 minutes.
Claim 28
Dependent Claim 26 words
The powder coating composition as defined in claim 28 wherein: 6 percent to 35 percent by weight of the mixture is made up of a pigment.
Claim 29
Dependent Claim 229 words
A powder coating composition comprising a mixture of: A. a copolymer of glycidyl methacrylate, methyl methacrylate and butyl methacrylate, said glycidyl methacrylate being present in the copolymer from about 8 percent by weight to no more than about 25 percent by weight, said methyl methacrylate being present in the copolymer from about 15 percent by weight to about 52 percent by weight, with the balance of the copolymer being said butyl methacrylate, the copolymer having a glass transition temperature in the range of 40* C to 90*C and a molecular weight (Mn) in the range of 2,500 to 8,500; B. a diphenol having a molecular weight of 110 to 550, said diphenol being present in the amount of 0.8 to 1.1 phenolic hydroxyl groups for each epoxy group in the copolymer; C. a flow control agent forming from at least 0.05 percent to 4.0 percent by weight of the mixture, said flow control agent being a polymer having a molecular weight (Mn) of at least 1, 000, said flow control agent being a polymer or a copolymer selected from the group consisting of acrylate esters, methacrylate esters and polyethylene or polypropylene glycol esters of fluorinated fatty acids; and D. a small weight percentage of a catalyst sufficient to cause the coating composition mixture to have a gel time of at least 1 minute but no greater than 40 minutes.
Claim 30
Dependent Claim 21 words
The powder coating composition of claim 30 wherein: 6 percent to 35 percent by weight of the mixture is a pigment.

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) 1976-09-10 1977-03-12 1977-09-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1980-09-10 1981-03-12 1981-09-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1984-09-10 1985-03-12 1985-09-11 $7700.00 Window Closed / Lapsed

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