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US4032485A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyurethane foams based on mixed itaconic acid polyesters

Assignee: Miyoshi Yushi KK
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Filing: 1975-02-27
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Granted: 1977-06-28
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Expires: 1995-02-27
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Abstract

Abstract A process for preparing polyurethane foams excellent in durability, elasticity and dimensional stability is disclosed. An unsaturated polyester is prepared through the reaction of an unsaturated dicarboxylic acid with a polyhydroxy compound having at least three reactive hydrogen atoms. The polyester is homopolymerized or copolymerized with other vinyl monomers to produce a homopolymer or a homocopolymer. The polymer or the copolymer is used either alone or together with the polyol as a polymer-polyol for the preparation of polyurethane foams.

Inventors

  • 👤 Koji Onoda
  • 👤 Atsuyuki Matsumoto
  • 👤 Hiroshi Ogawara
  • 👤 Akira Nishimura

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 14:12
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/68; C08G18/40; C08G18/42; C08G18/63; C08G18/635; C08G2110/00; C08G2110/0008; C08G2110/0083

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 183 words
In a process for preparing a durable elastic polyurethane foam by reacting a polyol with an organic polyisocyanate and a blowing agent, the improvement comprising including an effective amount of a polymer-polyol consisting of a polymer resulting from the radical polymerization through a reactive double bond of a polyester prepared by reacting an acid component containing itaconic acid alone or itaconic acid together with up to 88/140 of at least one other dibasic acid selected from the group consisting of succinic acid, adipic acid, sebacic acid and phthalic acid based on the total weight of the itaconic acid and said other dibasic acid with a polyol having a molecular weight of at least 2,000 and also having the general formula R[(OR') n OH] m in which R represents a polyol residue having at least three reactive hydrogen atoms, R' represents ethylene or propylene, n is an integer from 30 to 100 and m is an integer from 3 to 6, in the raio of one mole of the average molecular weight of said acid component to one to six moles of said polyol.
Claim 2
Dependent Claim 183 words
In a process for preparing a durable elastic polyurethane foam by reacting a polyol with an organic polyisocyanate and a blowing agent, the improvement comprising including an effective amount of a polymer-polyol consisting of a polymer resulting from the radical polymerization through a reactive double bond of a polyester prepared by reacting an acid component containing itaconic acid alone or itaconic acid together with up to 88/140 of at least one other dibasic acid selected from the group consisting of succinic acid, adipic acid, sebacic acid and phthalic acid based on the total weight of the itaconic acid and said other dibasic acid with a polyol having a molecular weight of at least 2,000 and also having the general formula R[(OR') n OH] m in which R represents a polyol residue having at least three reactive hydrogen atoms, R' represents ethylene or propylene, n is an integer from 30 to 100 and m is an integer from 3 to 6, in the raio of one mole of the average molecular weight of said acid component to one to six moles of said polyol.
Claim 3
Dependent Claim 172 words
A process as defined by claim 1 in which said polyol employed to form said polyester is a compound selected from one of the following compound classes: (A) a class consisting of compounds prepared by the addition reaction of (1) one mole of a polyhydroxy compound selected from the group consisting of glycerine, hexanetriol, trimethylol propane, diglycerine, sorbitan, pentaerythritol, and dipentaerythritol, and (2) at least five moles of an oxide selected from the group consisting of ethylene oxide, propylene oxide, and a mixture of ethylene oxide and propylene oxide; (B) a class consisting of compounds prepared by the addition reaction of (1) one mole of an ester selected from the group consisting of fatty acid monoester of sorbitan, fatty acid monoester of pentaerythritol, fatty acid monoester of dipentaerythritol, fatty acid diester of dipentaerythritol, fatty acid triester of dipentaerythritol, and fatty acid esters of sucrose, and (2) at least 30 moles of an oxide selected from the group consisting of ethylene oxide, propylene oxide, and a mixture of ethylene oxide and propylene oxide.
Claim 4
Dependent Claim 60 words
A process as defined by claim 2 in which (1) polymerization is carried out by adding benzoyl peroxide to a polyester prepared from itaconic acid and polypropylene oxide glyceryl ether, (2) polypropylene oxide glyceryl ether, methylenediphenyldiisocyanate, triethylenediamine and water are added to the polymerized material resulting from (1), and (3) the resulting mixture is foamed to produce a polyurethane foam.
Claim 5
Dependent Claim 62 words
A process as defined by claim 2 in which (1) a polymerization is carried out by adding polypropylene oxide glyceryl ether and benzoyl peroxide to a polyester prepared from itaconic acid and polypropylene oxide glyceryl ether, (2) tolylenediisocyanate, triethylenediamine and water are added to the polymerized material resulting from (1), and (3) the resulting mixture is foamed to produce a polyurethane foam.
Claim 6
Dependent Claim 67 words
A process as defined by claim 2 in which (1) a polymerization is carried out by adding azobisisobutyronitrile to a polyester prepared from a mixture of itaconic acid and sebacic acid and also from polyethylene-oxide-propylene-oxide glyceryl ether, (2) polypropylene oxide glyceryl ether, methylenediphenylisocyanate, triethylenediamine and water are added to the polymerized material resulting from (1), and (3) the resulting mixture is foamed to produce a polyurethane foam.
Claim 7
Dependent Claim 72 words
A process as defined by claim 2 in which (1) a polymerization is carried out by adding polypropylene oxide diglycerine ether and benzoyl peroxide to a polyester prepared from a mixture of itaconic acid and sebacic acid and also from polyethylene oxide propylene oxide glyceryl ether, (2) tolylenediisocyanate, triethylenediamine and water are added to the polymerized material resulting from (1), and (3) the resulting mixture is foamed to produce a polyurethane foam.
Claim 8
Dependent Claim 75 words
A process as defined by claim 2 in which (1) a polymerization is carried out by adding polypropylene oxide glyceryl ether and azobisisobutyronitrile to a polyester prepared from a mixture of itaconic acid, adipic acid and phthalic anhydride and also from polypropylene oxide diglycerine ether, (2) polypropylene oxide glyceryl ether, methylenediphenyldiisocyanate, trithylenediamine and water are added to the polymerized material resulting from (1), and (3) the resulting mixture is foamed to produce a polyurethane foam.
Claim 9
Dependent Claim 74 words
A process as defined by claim 2 in which (1) a polymerization is carried out by adding polypropylene oxide glyceryl ether and benzoyl peroxide to a polyester prepared from a mixture of itaconic acid and succinic anhydride, and also from polypropylene oxide sorbitol ether, (2) polypropylene oxide glyceryl ether, methylenediphenyldiisocyanate, triethylenediamine and water are added to the polymerized material resulting from (1), and (3) the resulting mixture is foamed to produce a polyurethane foam.
Claim 10
Dependent Claim 11 words
A polyurethane foam produced by the process defined by claim 2.
Claim 11
Dependent Claim 11 words
A polyurethane foam produced by the process defined by claim 3.
Claim 12
Dependent Claim 11 words
A polyurethane foam produced by the process defined by claim 4.
Claim 13
Dependent Claim 11 words
A polyurethane foam produced by the process defined by claim 5.
Claim 14
Dependent Claim 11 words
A polyurethane foam produced by the process defined by claim 6.
Claim 15
Dependent Claim 11 words
A polyurethane foam produced by the process defined by claim 7.
Claim 16
Dependent Claim 11 words
A polyurethane foam produced by the process defined by claim 8.
Claim 17
Dependent Claim 215 words
In a process for preparing a durable, elastic polyurethane foam by reacting a polyol with an organic polyisocyanate and blowing agent, the improvement comprising including an effective amount of a polymer polyol prepared by (1) the step of preparing a polyester prepared by reacting an acid component containing itaconic acid alone or itaconic acid together with up to 88/140 of at least one other dibasic acid selected from the group consisting of succinic acid, adipic acid, sebacic acid and phthalic acid based on the total weight of the itaconic acid and said other dibasic acid with a polyol having a molecular weight of at least 2,000 and also having the general formula R[(OR') n OH] m in which R represents a polyol residue having at least three reactive hydrogen atoms, R' represents ethylene or propylene, n is an integer from 30 to 100 and m is an integer from 3 to 6, in the ratio of one mole of the average molecular weight of said acid component to one to six moles of said polyol and (2) the step of copolymerization of said polyester and at least one vinyl monomer selected from the group consisting of styrene, methyl methacrylate and acrylonitrile and (3) a step of urethanation of the resulting copolymer and the organic polyisocyanate.
Claim 18
Dependent Claim 215 words
In a process for preparing a durable, elastic polyurethane foam by reacting a polyol with an organic polyisocyanate and blowing agent, the improvement comprising including an effective amount of a polymer polyol prepared by (1) the step of preparing a polyester prepared by reacting an acid component containing itaconic acid alone or itaconic acid together with up to 88/140 of at least one other dibasic acid selected from the group consisting of succinic acid, adipic acid, sebacic acid and phthalic acid based on the total weight of the itaconic acid and said other dibasic acid with a polyol having a molecular weight of at least 2,000 and also having the general formula R[(OR') n OH] m in which R represents a polyol residue having at least three reactive hydrogen atoms, R' represents ethylene or propylene, n is an integer from 30 to 100 and m is an integer from 3 to 6, in the ratio of one mole of the average molecular weight of said acid component to one to six moles of said polyol and (2) the step of copolymerization of said polyester and at least one vinyl monomer selected from the group consisting of styrene, methyl methacrylate and acrylonitrile and (3) a step of urethanation of the resulting copolymer and the organic polyisocyanate.
Claim 19
Dependent Claim 171 words
A process as defined by claim 16 in which said polyol to form said polyester is a compound selected from one of the following compound classes: (A) a class consisting of compounds prepared by the addition reaction of (1) one mole of a polyhydroxy compound selected from the group consisting of glycerine, hexanetriol, trimethylol propane, diglycerine, sorbitan, pentaerythritol, and dipentaerythritol, and (2) at least five moles of an oxide selected from the group consisting of ethylene oxide, propylene oxide, and a mixture of ethylene oxide and propylene oxide; (B) a class consisting of compounds prepared by the addition reaction of (1) one mole of a ester selected from the group consisting of fatty acid monoester of sorbitane, fatty acid monoester of pentaerythritol, fatty acid monoester of dipentaerythritol, fatty acid diester of dipentaerythritol, fatty acid triester of dipentaerythritol, and fatty acid esters of sucrose, and (2) at least 30 moles of an oxide selected from the group consisting of ethylene oxide, propylene oxide, and a mixture of ethylene oxide and propylene oxide.
Claim 20
Dependent Claim 45 words
A process as defined by claim 17 in which said vinyl type monomer used is at least one monomer selected from the group consisting of dialkylesters of itaconic acid, monoalkylesters of itaconic acid, styrene, methylmethacrylate, ethylmethacrylate, hexamethacrylate, methylacrylate, ethylacrylate, acrylonitrile, methacrylonitrile, acrylamide, and vinyl acetate.
Claim 21
Dependent Claim 72 words
A process as defined by claim 18 in which (1) a polymerization is carried out in the presence of a polymerization catalyst by adding a polyol and at least one vinyl monomer to a polyester prepared from itaconic acid and polypropylene oxide glyceryl ether, (2) polyisocyanate, urethanating reaction catalyst and water are added to the polymerized material resulting from (1), and (3) the resulting mixture is foamed to produce a polyurethane foam.
Claim 22
Dependent Claim 62 words
A process as defined by claim 19 in which (1) a polymerization is carried out by adding styrene, polypropylene oxide glyceryl ether and azobisisobutyronitrile to a polyester prepared from itaconic acid and polypropylene oxide glyceryl ether, (2) tolylenediisocyanate, triethylenediamine and water are added to the polymerized material resulting from (1), and (3) the resulting mixture is foamed to produce a polyurethane foam.
Claim 23
Dependent Claim 78 words
A process as defined by claim 19 in which (1) a polymerization is carried out by adding polypropylene oxide diglycerine ether, styrene and benzoyl peroxide to a polyester prepared from a mixture of itaconic acid and sebacic acid and also from polyethylene oxide propylene oxide glyceryl ether, (2) polyoxypropylene oxide glyceryl ether, methylene-diphenyldiisocyanate, tolylenediisocyanate, triethylenediamine and water are added to the polymerized material resulting from (1), and (3) the resulting mixture is foamed to produce a polyurethane foam.
Claim 24
Dependent Claim 77 words
A process as defined by claim 19 in which (1) a polymerization is carried out by adding methyl methacrylate, polypropylene oxide glyceryl ether and azobisisobutyronitrile to a polyester prepared from a mixture of itaconic acid, adipic acid and phthalic anhydride and also from polypropylene oxide diglycerine ether, (2) polypropylene oxide glyceryl ether, tolylenediisocyanate, triethylenediamine and water are added to the polymerized material resulting from (1), and (3) the resulting mixture is foamed to produce a polyurethane foam.
Claim 25
Dependent Claim 75 words
A process as defined by claim 19 in which (1) a polymerization is carried out by adding acrylonitrile, polypropylene oxide glyceryl ether and benzoyl peroxide to a polyester prepared from a mixture of itaconic acid and succinic anhydride, and also from polypropylene oxide sorbitol ether, (2) polypropylene oxide glyceryl ether, tolylenediisocyanate, triethylenediamine and water are added to the polymerized material resulting from (1), and (3) the resulting mixture is foamed to produce a polyurethane foam.
Claim 26
Dependent Claim 11 words
A polyurethane foam produced by the process defined by claim 19.
Claim 27
Dependent Claim 11 words
A polyurethane foam produced by the process defined in claim 20.
Claim 28
Dependent Claim 11 words
A polyurethane foam produced by the process defined by claim 21.
Claim 29
Dependent Claim 11 words
A polyurethane foam produced by the process defined by claim 22.
Claim 30
Dependent Claim 11 words
A polyurethane foam produced by the process defined by claim 23.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-06-27 1980-12-27 1981-06-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-06-27 1984-12-27 1985-06-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-06-27 1988-12-27 1989-06-28 $7700.00 Window Closed / Lapsed

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