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Thermosetting acrylic copolymer usable as a powder paint and method for producing the same

Assignee: Mitsubishi Chemical Corp
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Filing: 1977-11-08
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Granted: 1978-12-12
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Expires: 1997-11-08
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Abstract

Abstract Disclosed is a solid thermoplastic acrylic copolymer having a weight average molecular weight of 4,000 to 30,000 for the use as a material for powder paint capable of forming a smooth surface which is produced by copolymerizing, preferably in a suspension copolymerization method, comprising (1) 3 to 30% by weight of at least one comonomer of the formula (I'): ##STR1## (2) 1 to 50% by weight of at least one comonomer selected from the compounds of the formulae (II') and (III'): ##STR2## and (3) 20 to 96% by weight of at least one comonomer of the formula (IV'): ##STR3## wherein R 1 , R 1a and R 1b are respectively a hydrogen atom or methyl group, R 2 is an alkyl group of C 1-8 or a cycloalkyl group of C 6-8 , R 3 is an alkylene group of C 2-6 , R 4 is an aliphatic group of C 2-12 optionally containing a carboxyl group or an aromatic group of C 6-12 optionally containing a carboxyl group, R 5 is an aliphatic group of C 1-18 optionally containing a hydroxyl group or an aromatic group of C 6-18 optionally containing a hydroxyl group, n is 1 or 2 and X is an ester, nitrile, amide, R 6 COO-- wherein R 6 is an alkyl of C 1-18 , glycidylester, glycidylether, or an aromatic group of C 6-18 or a halogen atom, at a pH of 7 or less in the presence of a catalyst.

Inventors

  • 👤 Takashi Sunamori
  • 👤 Koji Matsushima
  • 👤 Susumu Tanaka

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 04:47
CPC Classifications
C; C09; C09D; C09D133/00; C09D133/24; C09D133/26; C08; C08F; C08F220/00; C08F220/02; C08F220/10; C08F220/12; C08F220/16; C08F220/18; C08F220/1804; C08F246/00; C09D133/04; C09D133/14; C08F220/26; C08F220/28; C08F220/283; C08F222/00; C08F222/10; C08F222/12; C08F222/16; Y; Y10; Y10S; Y10S524/00; Y10S524/904

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 280 words
A thermosetting acrylic copolymer for the use as powder paint, which comprises (1) 3 to 30% by weight of at least one repeating unit of the formula (I): ##STR16## wherein R 1 represents a hydrogen atom or methyl group and R 2 represents an alkyl group having 1 to 8 carbon atoms or a cycloalkyl group having 6 to 8 carbon atoms, (2) 1 to 50% by weight of at least one repeating unit selected from the groups of the formulae (II) and (III): ##STR17## wherein R 1a represents a hydrogen atom or methyl group, R 3 represents an alkylene group having 2 to 6 carbon atoms, R 4 represents an aliphatic group containing or not containing a carboxyl group and having 2 to 12 carbon atoms or an aromatic group containing or not containing a carboxyl group and having 6 to 12 carbon atoms, R 5 represents an aliphatic group containing or not containing a hydroxyl group and having 1 to 18 carbon atoms or an aromatic group containing or not containing a hydroxyl group and having 6 to 18 carbon atoms, and n represents an integer of 1 or 2, and (3) 20 to 96% by weight of at least one repeating unit of the formula (IV): ##STR18## wherein R 1b represents a hydrogen atom or methyl group, and X represents an ester, nitrile, amide, R 6 COO-- in which R 6 represents an alkyl group having 1 to 18 carbon atoms, glycidylester, glycidylether or aromatic group having 6 to 18 carbon atoms or a halogen atom, said polymer having a weight average molecular weight of 4,000 to 30,000 and being in a solid state at normal temperature.
Claim 2
Dependent Claim 280 words
A thermosetting acrylic copolymer for the use as powder paint, which comprises (1) 3 to 30% by weight of at least one repeating unit of the formula (I): ##STR16## wherein R 1 represents a hydrogen atom or methyl group and R 2 represents an alkyl group having 1 to 8 carbon atoms or a cycloalkyl group having 6 to 8 carbon atoms, (2) 1 to 50% by weight of at least one repeating unit selected from the groups of the formulae (II) and (III): ##STR17## wherein R 1a represents a hydrogen atom or methyl group, R 3 represents an alkylene group having 2 to 6 carbon atoms, R 4 represents an aliphatic group containing or not containing a carboxyl group and having 2 to 12 carbon atoms or an aromatic group containing or not containing a carboxyl group and having 6 to 12 carbon atoms, R 5 represents an aliphatic group containing or not containing a hydroxyl group and having 1 to 18 carbon atoms or an aromatic group containing or not containing a hydroxyl group and having 6 to 18 carbon atoms, and n represents an integer of 1 or 2, and (3) 20 to 96% by weight of at least one repeating unit of the formula (IV): ##STR18## wherein R 1b represents a hydrogen atom or methyl group, and X represents an ester, nitrile, amide, R 6 COO-- in which R 6 represents an alkyl group having 1 to 18 carbon atoms, glycidylester, glycidylether or aromatic group having 6 to 18 carbon atoms or a halogen atom, said polymer having a weight average molecular weight of 4,000 to 30,000 and being in a solid state at normal temperature.
Claim 3
Dependent Claim 68 words
A thermosetting acrylic copolymer as claimed in claim 1, wherein the sum of the repeating units of the formulae (I), (II) and (IV) respectively containing a methyl group as the substituents R 1 , R 1a and R 1b , is an amount of at least 10% based on the total weight of all the repeating units of the formulae (I), (II) and (IV) in said acrylic copolymer.
Claim 4
Dependent Claim 28 words
A thermosetting acrylic copolymer as claimed in claim 1, wherein said substituent R 2 in said formula (I) is an alkyl group having 3 to 8 carbon atoms.
Claim 5
Dependent Claim 54 words
A thermosetting acrylic copolymer as claimed in claim 1, wherein said substituent R 5 in the formula (III) is an aliphatic group containing or not containing a hydroxyl group and having 3 to 18 carbon atoms or an aromatic group containing or not containing a hydroxyl group and having 6 to 18 carbon atoms.
Claim 6
Dependent Claim 73 words
An thermosetting acrylic polymer as claimed in claim 1, wherein said substituent R 2 in said formula (I) is an alkyl group having 3 to 8 carbon atoms and said substituent R 5 in said formula (III) is an aliphatic group containing or not containing a hydroxyl group and having 3 to 18 carbon atoms or an aromatic group containing or not containing a hydroxyl group and having 6 to 18 carbon atoms.
Claim 7
Independent Claim 314 words
A method for producing a thermosetting acrylic polymer for the use as powder paint, which comprises copolymerizing, by way of a suspension copolymerization in an aqueous medium at a pH of 7 or less, (1) 3 to 30% by weight of at least one comonomer of the formula (I'): ##STR19## wherein R 1 represents a hydrogen atom or methyl group and R 2 represents an alkyl group having 1 to 8 carbon atoms or a cycloalkyl group having 6 to 8 carbon atoms, (2) 1 to 50% by weight of at least one comonomer selected from the compounds of the formulae (II') and (III'): ##STR20## wherein R 1a represents a hydrogen atom or methyl group, R 3 represents an alkylene group having 2 to 6 carbon atoms, R 4 represents an aliphatic group containing or not containing a carboxyl group and having 2 to 12 carbon atoms or an aromatic group containing or not containing a carboxyl group and having 6 to 12 carbon atoms, R 5 represents an aliphatic group containing or not containing a hydroxyl group and having 1 to 18 carbon atoms or an aromatic group containing or not containing a hydroxyl group and having 6 to 18 carbon atoms, and n represents an integer of 1 or 2, and (3) 20 to 96% by weight of at least one comonomer of the formula (IV'): ##STR21## wherein R 1b represents a hydrogen atom or methyl group, and X represents an ester, nitrile, amide, R 6 COO-- wherein R 6 represents an alkyl group having 1 to 18 carbon atoms, glycidylester, glycidylether or aromatic group having 6 to 18 carbon atoms or a halogen atom, in the presence of a hydrophobic radical polymerization initiator and chain transfer agent, catalyst, to form a copolymer having a weight average molecular weight of 4,000 to 30,000 and being in solid state at a normal temperature.
Claim 8
Independent Claim 314 words
A method for producing a thermosetting acrylic polymer for the use as powder paint, which comprises copolymerizing, by way of a suspension copolymerization in an aqueous medium at a pH of 7 or less, (1) 3 to 30% by weight of at least one comonomer of the formula (I'): ##STR19## wherein R 1 represents a hydrogen atom or methyl group and R 2 represents an alkyl group having 1 to 8 carbon atoms or a cycloalkyl group having 6 to 8 carbon atoms, (2) 1 to 50% by weight of at least one comonomer selected from the compounds of the formulae (II') and (III'): ##STR20## wherein R 1a represents a hydrogen atom or methyl group, R 3 represents an alkylene group having 2 to 6 carbon atoms, R 4 represents an aliphatic group containing or not containing a carboxyl group and having 2 to 12 carbon atoms or an aromatic group containing or not containing a carboxyl group and having 6 to 12 carbon atoms, R 5 represents an aliphatic group containing or not containing a hydroxyl group and having 1 to 18 carbon atoms or an aromatic group containing or not containing a hydroxyl group and having 6 to 18 carbon atoms, and n represents an integer of 1 or 2, and (3) 20 to 96% by weight of at least one comonomer of the formula (IV'): ##STR21## wherein R 1b represents a hydrogen atom or methyl group, and X represents an ester, nitrile, amide, R 6 COO-- wherein R 6 represents an alkyl group having 1 to 18 carbon atoms, glycidylester, glycidylether or aromatic group having 6 to 18 carbon atoms or a halogen atom, in the presence of a hydrophobic radical polymerization initiator and chain transfer agent, catalyst, to form a copolymer having a weight average molecular weight of 4,000 to 30,000 and being in solid state at a normal temperature.
Claim 9
Dependent Claim 60 words
A method as claimed in claim 6, wherein the sum of the comonomers of the formulae (I'), (II') and (IV') respectively containing a methyl group as the substituents R 1 , R 1a and R 1b , is an amount of at least 10% based on the total weight of all the comonomers of the formulae (I'), (II') and (IV').
Claim 10
Dependent Claim 26 words
A method as claimed in claim 6, wherein said substituent R 2 in the formula (I') is an alkyl group having 3 to 8 carbon atoms.
Claim 11
Dependent Claim 30 words
A method as claimed in claim 6, wherein said substituent R 5 in the formula (III') is an aliphatic group having 3 to 18 carbon atoms or an aromatic group.
Claim 12
Dependent Claim 49 words
A method as claimed in claim 6, wherein said substituent R 2 in the formula (I') is an alkyl group having 3 to 8 carbon atoms and said substituent R 5 in the formula (III') is an aliphatic group having 3 to 18 carbon atoms or an aromatic group.
Claim 13
Dependent Claim 20 words
A method as claimed in claim 6, wherein said aqueous medium contains a water-soluble polymeric substance or an inorganic compound.
Claim 14
Dependent Claim 278 words
A thermosetting acrylic powder paint which comprises an acrylic copolymer comprising: (1) 3 to 30% by weight of at least one repeating unit of the formula (I): ##STR22## wherein R 1 represents a hydrogen atom or methyl group and R 2 represents an alkyl group having 1 to 8 carbon atoms or a cycloalkyl group having 6 to 8 carbon atoms, (2) 1 to 50% by weight of at least one repeating unit selected from the groups of the formulae (II) and (III): ##STR23## wherein R 1a represents a hydrogen atom or methyl group, R 3 represents an alkylene group having 2 to 6 carbon atoms, R 4 represents an aliphatic group containing or not containing a carboxyl group and having 2 to 12 carbon atoms or an aromatic group containing or not containing a carboxyl group and having 6 to 12 carbon atoms, R 5 represents an aliphatic group containing or not containing a hydroxyl group and having 1 to 18 carbon atoms or an aromatic group containing or not containing a hydroxyl group and having 6 to 18 carbon atoms, and n represents an integer of 1 or 2, and (3) 20 to 96% by weight of at least one repeating unit of the formula (IV): ##STR24## wherein R 1b represents a hydrogen atom or methyl group, and X represents an ester, nitrile, amide, R 6 COO-- in which R 6 represents an alkyl group having 1 to 18 carbon atoms, glycidylester, glycidylether or aromatic group having 6 to 18 carbon atoms or a halogen atom, said polymer having a weight average molecular weight of 4,000 to 30,000 and being in solid state at normal temperature.
Claim 15
Dependent Claim 278 words
A thermosetting acrylic powder paint which comprises an acrylic copolymer comprising: (1) 3 to 30% by weight of at least one repeating unit of the formula (I): ##STR22## wherein R 1 represents a hydrogen atom or methyl group and R 2 represents an alkyl group having 1 to 8 carbon atoms or a cycloalkyl group having 6 to 8 carbon atoms, (2) 1 to 50% by weight of at least one repeating unit selected from the groups of the formulae (II) and (III): ##STR23## wherein R 1a represents a hydrogen atom or methyl group, R 3 represents an alkylene group having 2 to 6 carbon atoms, R 4 represents an aliphatic group containing or not containing a carboxyl group and having 2 to 12 carbon atoms or an aromatic group containing or not containing a carboxyl group and having 6 to 12 carbon atoms, R 5 represents an aliphatic group containing or not containing a hydroxyl group and having 1 to 18 carbon atoms or an aromatic group containing or not containing a hydroxyl group and having 6 to 18 carbon atoms, and n represents an integer of 1 or 2, and (3) 20 to 96% by weight of at least one repeating unit of the formula (IV): ##STR24## wherein R 1b represents a hydrogen atom or methyl group, and X represents an ester, nitrile, amide, R 6 COO-- in which R 6 represents an alkyl group having 1 to 18 carbon atoms, glycidylester, glycidylether or aromatic group having 6 to 18 carbon atoms or a halogen atom, said polymer having a weight average molecular weight of 4,000 to 30,000 and being in solid state at normal temperature.
Claim 16
Dependent Claim 20 words
A thermosetting acrylic powder paint as claimed in claim 12, wherein said powder paint is suspended in an aqueous medium.

References Cited (Backward Citations)

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US3812070A Cited
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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) 1981-12-11 1982-06-12 1982-12-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-12-11 1986-06-12 1986-12-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-12-11 1990-06-12 1990-12-12 $7700.00 Window Closed / Lapsed

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