IP Library Granted Patent US 9,873,757
Granted Patent B2
US 9,873,757 · App. 14/685,338 · Granted Jan 23, 2018

Polyester polyol, composition for polyurethane, composition for polyurethane foam, polyurethane resin, and polyurethane foam

Inventors: Tamotsu Kunihiro (Kisarazu, JP); Atsushi Miyata (Ichihara, JP); Tomoki Tsutsui (Chiba, JP); Shinsuke Matsumoto (Ichihara, JP); Kanae Morishita (Ichihara, JP)
Assignee: MITSUI CHEMICALS & SKC POLYURETHANES INC.
C08G18/36C08G18/4072C08G18/4266C08G18/4288C08G18/4841C08G18/632C08G18/72C08G63/06C08G63/60C08J9/12C08G2101/0008C08G2101/0083C08J2375/06
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Quick Facts
Patent No.
US 9,873,757
App. No.
14/685,338
Granted
Jan 23, 2018
Kind
B2
Abstract

The present invention provides a polyester polyol, preferably a plant-derived polyester polyol, suitable for a composition for polyurethane foam that contributes to the reduction of load on the environment and has a good balance of high resilience, moderate hardness, and high durability as a cushioning material for vehicle seat cushions. A polyester polyol having a hydroxyl value in the range of 15 to 100 mgKOH/g according to the present invention is produced by a condensation of raw materials comprising at least one selected from the group consisting of fatty acids having a hydroxy group and fatty acid esters having a hydroxy group with a polyhydric alcohol having an average number of functional groups of more than three but not more than eight. The raw materials contain 90% to 100% by mass of a fatty acid having a hydroxy group and a fatty acid ester having a hydroxy group in total.

Claims (40)

1. A composition for polyurethane, comprising a polyol (P) containing a polyester polyol (A) and another polyol, a catalyst, and a polyisocyanate,

wherein the polyester polyol (A) which has a hydroxy value in the range of 25 to 60 mgKOH/g and that is produced by a condensation of raw materials with a polyhydric alcohol, wherein the raw materials are obtained through purification, and the raw materials contain 90% to 99% by mass of at least one selected from the group consisting of ricinoleic acid, a ricinoleate, 12-hydroxystearic acid and a 12-hydroxystearate,

and the polyhydric alcohol has an average number of functional groups 4 to 8,

wherein the mass ratio of the polyhydric alcohol to the total amount of ricinoleic acid, a ricinoleate, 12-hydroxystearic acid and a 12-hydroxystearate ranges 1:3.0 to 1:15.2,

wherein the polyester polyol (A) accounts for 10% to 58% by mass of the polyol (P)

wherein the polyisocyanate is at least one selected from the group consisting of toluylene diisocyanate, diphenylmethane diisocyanate, and a mixture of toluylene diisocyanate and diphenylmethane diisocyanate and

wherein the NCO index, which refers to a value calculated by dividing the total number of isocyanate groups of the polyisocyanate by the total number of active hydrogen atoms reactive with the isocyanate group, ranges from 0.70 to 1.30.

2. A composition for polyurethane, comprising a polyol (P) containing a polyester polyol (A) and another polyol, a catalyst, and a polyisocyanate,

wherein the polyester polyol (A) which has a hydroxy value in the range of 25 to 60 mgKOH/g and that is produced by a condensation of raw materials with a polyhydric alcohol, wherein the raw materials are obtained through purification, and the polyhydric alcohol has an average number of functional groups 4 to 8, and further wherein 90% to 99% by mass of the raw materials are (I), (II), or (III), wherein:

(I) is ricinoleic acid or 12-hydroxystearic acid

(II) is a ricinoleate or a 12-hydroxystearate, or

(III) is a mixture of (I) and (II), and

wherein the mass ratio of the polyhydric alcohol to the total amount of ricinoleic acid, a ricinoleate, 12-hydroxystearic acid and a 12-hydroxystearate ranges 1:3.0 to 1:15.2,

wherein the polyester polyol (A) accounts for 10% to 58% by mass of the polyol (P),

wherein the polyisocyanate is at least one selected from the group consisting of toluylene diisocyanate, diphenylmethane diisocyanate, and a mixture of toluylene diisocyanate and diphenylmethane diisocyanate and

wherein the NCO index, which refers to a value calculated by dividing the total number of isocyanate groups of the polyisocyanate by the total number of active hydrogen atoms reactive with the isocyanate group, ranges from 0.70 to 1.30.

3. A composition for polyurethane foam, comprising the composition for polyurethane according to claim 1 , a foam stabilizer, and a blowing agent.

4. A composition for polyurethane foam, comprising the composition for polyurethane according to claim 2 , a foam stabilizer, and a blowing agent.

5. The composition for polyurethane according to claim 1 , wherein the polyol (P) further comprises a low-monool-content polyol (B) having a total degree of unsaturation of 0.035 meq/g or less.

6. The composition for polyurethane according to claim 2 , wherein the polyol (P) further comprises a low-monool-content polyol (B) having a total degree of unsaturation of 0.035 meq/g or less.

7. The composition for polyurethane foam according to claim 3 , wherein the polyol (P) further comprises a low-monool-content polyol (B) having a total degree of unsaturation of 0.035 meq/g or less.

8. The composition for polyurethane foam according to claim 4 , wherein the polyol (P) further comprises a low-monool-content polyol (B) having a total degree of unsaturation of 0.035 meq/g or less.

9. A polyurethane resin produced by a reaction of a composition for polyurethane according to claim 1 .

10. A polyurethane resin produced by a reaction of a composition for polyurethane according to claim 2 .

11. A polyurethane foam produced by a reaction of a composition for polyurethane foam according to claim 3 .

12. A polyurethane foam produced by a reaction of a composition for polyurethane foam according to claim 4 .

13. The composition for polyurethane according to claim 1 ,

wherein the fatty acids having a hydroxy group and/or the fatty acid esters having a hydroxy group are derived from castor oil.

14. The composition for polyurethane according to claim 2 ,

wherein the fatty acids having a hydroxy group and/or the fatty acid esters having a hydroxy group are derived from castor oil.

15. The composition for polyurethane according to claim 1 ,

wherein the fatty acid having a hydroxy group is ricinoleic acid, and

the fatty acid ester having a hydroxy group is a ricinoleate.

16. The composition for polyurethane according to claim 2 ,

wherein the fatty acid having a hydroxy group is ricinoleic acid, and

the fatty acid ester having a hydroxy group is a ricinoleate.

17. The composition for polyurethane according to claim 1 ,

wherein the mass ratio of the polyhydric alcohol to the total amount of the fatty acid having a hydroxy group and the fatty acid ester having a hydroxy group ranges from 1:1 to 1:100.

18. The composition for polyurethane according to claim 2 ,

wherein the mass ratio of the polyhydric alcohol to the total amount of the fatty acid having a hydroxy group and the fatty acid ester having a hydroxy group ranges from 1:1 to 1:100.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 1, 2024
From: MITSUI CHEMICALS & SKC POLYURETHANES INC.
To: MITSUI CHEMICALS, INC.
Reel/Frame 068065/0164 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 10, 2017
From: MITSUI CHEMICALS, INC.
To: MITSUI CHEMICALS & SKC POLYURETHANES INC.
Reel/Frame 044092/0710 →
Priority Claims (1)
JP 2008-196479 · Jul 30, 2008 · national
Continuity (2)
Division 13055999
Related Publication 20150218301A1 · Aug 6, 2015