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Method for manufacture of polybutadiene-modified unsaturated polyester

Assignee: Resonac Corp
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Filing: 1981-06-08
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Granted: 1983-01-25
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Expires: 2001-06-08
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Abstract

Abstract A method for the manufacture of a polybutadiene-modified unsaturated polyester, comprising the steps of: (I) reacting (A) an α,β-unsaturated dicarboxylic acid or anhydride with (B) at least one compound selected from the group consisting of (i) air-drying allyl compounds, (ii) animal and vegetable oils or derivatives thereof and (iii) dicyclopentadiene or derivatives thereof at a (B)/(A) molar ratio within the range of from 0.8 to 1.2, and (II) reacting the resultant reaction product with (C) at least one compound selected from the group consisting of α,ω-polybutadiene glycol and α,ω-hydrogenated polybutadiene glycol. A polybutadiene-modified unsaturated polyester comprising said polybutadiene-modified unsaturated polyester and a polymerizable monomer possessing at least one double bond.

Inventors

  • 👤 Tsutomu Toyoda
  • 👤 Iwao Maekawa
  • 👤 Hirobumi Izumi
  • 👤 Tadashi Fuzii

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 18:50
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G63/12; C08G63/52; C08G63/54; C08G63/553

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 113 words
A method for the manufacture of a polybutadiene-modified unsaturated polyester, comprising the steps of: (I) preparing a reaction product by reacting as component (A) an α,β-unsaturated dicarboxylic acid or anhydride with as component (B) at least one compound selected from the group consisting of (i) air-drying allyl compounds, (ii) unsaturated animal and vegetable oils, the fatty acids thereof, and the transesters thereof with polyols, and (iii) a dicyclopentadiene or a hydroxylated cyclopentadiene at a (B)/(A) component molar ratio within the range of from 0.8 to 1.2, and (II) thereafter reacting the resultant product with as component (C) at least one compound selected from the group consisting of α,ω-polybutadiene glycol and α,ω-hydrogenated polybutadiene glycol.
Claim 2
Independent Claim 113 words
A method for the manufacture of a polybutadiene-modified unsaturated polyester, comprising the steps of: (I) preparing a reaction product by reacting as component (A) an α,β-unsaturated dicarboxylic acid or anhydride with as component (B) at least one compound selected from the group consisting of (i) air-drying allyl compounds, (ii) unsaturated animal and vegetable oils, the fatty acids thereof, and the transesters thereof with polyols, and (iii) a dicyclopentadiene or a hydroxylated cyclopentadiene at a (B)/(A) component molar ratio within the range of from 0.8 to 1.2, and (II) thereafter reacting the resultant product with as component (C) at least one compound selected from the group consisting of α,ω-polybutadiene glycol and α,ω-hydrogenated polybutadiene glycol.
Claim 3
Dependent Claim 29 words
A method according to claim 1, wherein the reaction of component (A) with component (B) is carried out at temperatures in the range of from 100° to 220° C.
Claim 4
Dependent Claim 20 words
A method according to claim 2, wherein (B)/(A) component molar ratio is in the range of from 0.95 to 1.1.
Claim 5
Dependent Claim 29 words
A method according to claim 2, wherein the reaction product (I) between component (A) and component (B) has an acid number in the range of from 120 to 240.
Claim 6
Dependent Claim 46 words
A method according to claim 1, wherein the reaction product (I) between component (A) and component (B) is made to react with component (C) in the presence of as component (D) at least one compound selected from the group consisting of polyhydric alcohols and polybasic acids.
Claim 7
Dependent Claim 23 words
A method according to claim 1, wherein the polybutadiene-modified unsaturated polyester has an acid number in the range of from 5 to 60.
Claim 8
Dependent Claim 14 words
A method according to claim 1, wherein component (B) is an air-drying allyl compound.
Claim 9
Dependent Claim 35 words
A method according to claim 1, wherein component (B) is at least one member selected from the group consisting of unsaturated animal and vegetable oils, the fatty acids thereof, and the transesters thereof with polyols.
Claim 10
Dependent Claim 16 words
A method according to claim 1, wherein component (B) is a dicyclopentadiene or a hydroxylated cyclopentadiene.
Claim 11
Dependent Claim 106 words
A polybutadiene-modified unsaturated polyester, obtained by: (I) preparing a reaction product by reacting as component (A) an α,β-unsaturated dicarboxylic acid or anhydride with as component (B) at least one compound selected from the group consisting of (i) air-drying allyl compounds, (ii) unsaturated animal and vegetable oils, the fatty acids thereof, and the transesters thereof with polyols, and (iii) a dicyclopentadiene or a hydroxylated cyclopentadiene at a (B)/(A) component molar ratio within the range of from 0.8 to 1.2, and (II) thereafter reacting the resultant reaction product with as component (C) at least one compound selected from the group consisting of α,ω-polybutadiene glycol and α,ω-hydrogenated polybutadiene glycol.
Claim 12
Dependent Claim 106 words
A polybutadiene-modified unsaturated polyester, obtained by: (I) preparing a reaction product by reacting as component (A) an α,β-unsaturated dicarboxylic acid or anhydride with as component (B) at least one compound selected from the group consisting of (i) air-drying allyl compounds, (ii) unsaturated animal and vegetable oils, the fatty acids thereof, and the transesters thereof with polyols, and (iii) a dicyclopentadiene or a hydroxylated cyclopentadiene at a (B)/(A) component molar ratio within the range of from 0.8 to 1.2, and (II) thereafter reacting the resultant reaction product with as component (C) at least one compound selected from the group consisting of α,ω-polybutadiene glycol and α,ω-hydrogenated polybutadiene glycol.
Claim 13
Dependent Claim 21 words
A polyester according to claim 10, wherein the polyester has an acid number in the range of from 5 to 60.
Claim 14
Dependent Claim 129 words
A polybutadiene-modified unsaturated polyester resin composition, comprising a polybutadiene-modified unsaturated polyester and (III) a polymerizable monomer possessing at least one double bond, said polybutadiene-modified unsaturated polyester being obtained by (I) preparing a reaction product by reacting as component (A) an α,β-unsaturated dicarboxylic acid or anhydride with as component (B) at least one compound selected from the group consisting of (i) air-drying allyl compounds, (ii) unsaturated animal and vegetable oils, the fatty acids thereof, and the transesters thereof with polyols, and (iii) a dicyclopentadiene or a hydroxylated cyclopentadiene at a (B)/(A) component molar ratio within the range of from 0.8 to 1.2, and (II) thereafter reacting the resultant reaction product with as component (C) at least one compound selected from the group consisting of α,ω-polybutadiene glycol and α,ω-hydrogenated polybutadiene glycol.
Claim 15
Dependent Claim 129 words
A polybutadiene-modified unsaturated polyester resin composition, comprising a polybutadiene-modified unsaturated polyester and (III) a polymerizable monomer possessing at least one double bond, said polybutadiene-modified unsaturated polyester being obtained by (I) preparing a reaction product by reacting as component (A) an α,β-unsaturated dicarboxylic acid or anhydride with as component (B) at least one compound selected from the group consisting of (i) air-drying allyl compounds, (ii) unsaturated animal and vegetable oils, the fatty acids thereof, and the transesters thereof with polyols, and (iii) a dicyclopentadiene or a hydroxylated cyclopentadiene at a (B)/(A) component molar ratio within the range of from 0.8 to 1.2, and (II) thereafter reacting the resultant reaction product with as component (C) at least one compound selected from the group consisting of α,ω-polybutadiene glycol and α,ω-hydrogenated polybutadiene glycol.
Claim 16
Dependent Claim 21 words
A composition according to claim 12, wherein the (B)/(A) component molar ratio is in the range of from 0.95 to 1.1.
Claim 17
Dependent Claim 29 words
A composition according to claim 12, wherein the reaction product (I) between component (A) and component (B) has an acid number in the range of from 120 to 240.
Claim 18
Dependent Claim 46 words
A composition according to claim 12, wherein the reaction product (I) between component (A) and component (B) is made to react with component (C) in the presence of as component (D) at least one compound selected from the group consisting of polyhydric alcohols and polybasic acids.
Claim 19
Dependent Claim 23 words
A composition according to claim 12, wherein the polybutadiene-modified unsaturated polyester has an acid number in the range of from 5 to 60.
Claim 20
Dependent Claim 14 words
A composition according to claim 12, wherein component (B) is an air-drying allyl compound.
Claim 21
Dependent Claim 35 words
A method according to claim 12, wherein component (B) is at least one member selected from the group consisting of unsaturated animal and vegetable oils, the fatty acids thereof, and the transesters thereof with polyols.
Claim 22
Dependent Claim 18 words
A composition according to claim 12, wherein component (B) is the a dicyclopentadiene and or a hydroxylated cyclopentadiene.
Claim 23
Dependent Claim 44 words
A composition according to claim 12, wherein the polymerizable monomer (III) possessing at least one double bond is incorporated in an amount in the range of from 50 to 100 parts by weight, based on 100 parts by weight of the polybutadiene-modified unsaturated polyester.
Claim 24
Dependent Claim 14 words
A composition according to claim 12, which further comprises (IV) a dicyclopentadiene-modified unsaturated polyester.
Claim 25
Dependent Claim 54 words
A composition according to claim 21, wherein the polymerizable monomer (III) possessing at least one double bond is incorporated in an amount in the range of from 50 to 100 parts by weight, based on 100 parts by weight of the total of the polybutadiene-modified unsaturated polyester (I) and the dicyclopentadiene-modified unsaturated polyester (IV).
Claim 26
Dependent Claim 33 words
A method for the manufacture of a polybutadiene-modified unsaturated polyester resin composition, which comprises mixing a polybutadiene-modified unsaturated polyester according to claim 10 with a polymerizable monomer possessing at least one double bond.
Claim 27
Dependent Claim 14 words
A composition according to claim 1, in which component (B) comprises a hydroxylated dicyclopentadiene.
Claim 28
Dependent Claim 14 words
A composition according to claim 12, in which component (B) comprises a hydroxylated dicyclopentadiene.

References Cited (Backward Citations)

US4148765A Cited
US4299742A Cited
US4202805A Cited
US4233432A Cited
US4299950A Cited
US4246367A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-01-24 1986-07-26 1987-01-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-01-24 1990-07-26 1991-01-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-01-24 1994-07-26 1995-01-25 $7700.00 Window Closed / Lapsed

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