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

Patent metadata

Field	Value
Publication number	US-9394397-B2
Application number	US-201213632992-A
Country	US
Kind code	B2
Filing date	Oct 1, 2012
Priority date	Mar 31, 2010
Publication date	Jul 19, 2016
Grant date	Jul 19, 2016

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.

First claim

The invention claimed is:

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.

Assignees

• Ohara Teruhiko
• Suzuki Naoki
• Nakajima Yasuko
• Itou Hiroto
• Aoshima Takayuki
• Sugai Naoki
• Matsumoto Takanao
• Mitsubishi Chem Corp

Inventors

• Ohara Teruhiko
• Suzuki Naoki
• Nakajima Yasuko
• Itou Hiroto
• Aoshima Takayuki
• Sugai Naoki
• Matsumoto Takanao

Classifications

• C08G18/4241

  from dicarboxylic acids and dialcohols in combination with polycarboxylic acids and/or polyhydroxy compounds which are at least trifunctional · CPC title

• C08G63/20

  Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups · CPC title

• C08G2410/00

  Soles · CPC title

• A43B1/00

  Footwear characterised by the material · CPC title

• C08G63/16

  Dicarboxylic acids and dihydroxy compounds · CPC title