IP Library Granted Patent US 9,394,397
Granted Patent B2
US 9,394,397 · App. 13/632,992 · Granted Jul 19, 2016

Biomass-resource-derived polyurethane, method for producing same, and biomass-resource-derived polyester polyol

Inventors: Teruhiko Ohara (Tokyo, JP); Naoki Suzuki (Niigata, JP); Yasuko Nakajima (Kanagawa, JP); Hiroto Itou (Mie, JP); Takayuki Aoshima (Kanagawa, JP); Naoki Sugai (Kanagawa, JP); Takanao Matsumoto (Kanagawa, JP)
Assignee: MITSUBISHI CHEMICAL CORPORATION
C08G18/4286A43B13/04C07C59/245C07C69/34C07C69/40C07C69/66C07C69/675C07C69/70C07C69/704C08G18/4238C08G18/4241C08G18/664C08G18/7671C08G63/06C08G63/16C08G63/20C08G63/60C08G2101/0008C08G2410/00
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Quick Facts
Patent No.
US 9,394,397
App. No.
13/632,992
Granted
Jul 19, 2016
Kind
B2
Abstract

The invention relates to a method for producing a biomass-resource-derived polyurethane, which comprises: reacting a dicarboxylic acid and an aliphatic diol to produce a polyester polyol; and reacting the polyester polyol and a polyisocyanate compound, wherein the dicarboxylic acid contains at least one component derived from biomass resources, a content of an organic acid in the dicarboxylic acid is more than 0 ppm and not more than 1,000 ppm relative to the dicarboxylic acid, and a pKa value of the organic acid at 25° C. is not more than 3.7.

Claims (12)

1. A biomass-resource-derived polyurethane, comprising, in reacted form:

(I) a polyester polyol unit having a number average molecular weight of 500 to 4,000 and comprising, in reacted form:

an organic acid comprising three or more active hydrogen groups per molecule and having a pKa value at 25° C. of not more than 3.7;

a dicarboxylic acid unit comprising a dicarboxylic acid other than the organic acid, wherein at least a portion of the dicarboxylic acid is derived from biomass resources; and

an aliphatic diol unit,

wherein a content of the organic acid is more than 0% by mole and not more than 0.09% by mole relative to the dicarboxylic acid unit; and

(II) a polyisocyanate unit.

2. The biomass-resource-derived polyurethane of claim 1 , wherein the dicarboxylic acid comprises succinic acid derived from biomass resources.

3. The biomass-resource-derived polyurethane of claim 1 , wherein the aliphatic diol unit comprises an ethylene glycol unit, a 1,4-butanediol unit, or both.

4. The biomass-resource-derived polyurethane of claim 1 , wherein the organic acid is malic acid, tartaric acid, citric acid, or any combination thereof.

5. The biomass-resource-derived polyurethane of claim 1 , having a YI value (in conformity with JIS-K7105) of not more than 20.

6. The biomass-resource-derived polyurethane of claim 1 , having a molecular weight distribution, Mw/Mn, from 1.5 to 3.5, determined by the GPC measurement.

Assignments (3)
CHANGE OF NAME Recorded Sep 5, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043750/0834 →
MERGER Recorded Sep 4, 2017
From: MITSUBISHI CHEMICAL CORPORATION
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 043750/0207 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 22, 2013
From: OHARA, TERUHIKO; SUZUKI, NAOKI; NAKAJIMA, YASUKO; ITOU, HIROTO; AOSHIMA, TAKAYUKI; SUGAI, NAOKI; MATSUMOTO, TAKANAO
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 030068/0287 →
Priority Claims (1)
JP 2010-082393 · Mar 31, 2010 · national
Continuity (2)
Continuation PCTJP2011057984 · Mar 30, 2011
Related Publication 20130035448A1 · Feb 7, 2013