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# c12) United States Patent 

# Ohara et al. 

# (54) BIOMASS-RESOURCE-DERIVED POLYURETHANE, METHOD FOR PRODUCING SAME, AND BIOMASS-RESOURCE-DERIVED POLYESTER POLYOL 

(71) Applicant: Mitsubishi Chemical Corporation, Chiyoda-ku (JP) 

(72) 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) 

(73) Assignee: Mitsubishi Chemical Corporation, Chiyoda-ku (JP) 

( * ) Notice: Subject to any disclaimer, the term ofthis patent is extended or adjusted under 35 U.S.C. 154(b) by O days. 

(21) Appl. No.: 16/413,862 

(22) Filed: May 16, 2019 

## (65) Prior Publication Data 

US 2019/0263960 Al Aug. 29, 2019 

(63) Continuation of application No. 15/936,535, filed on Mar. 27, 2018, now Pat. No. 10,351,658, which is a 

## (30) Foreign Application Priority Data 

Mar. 31, 2010 (JP) ................................. 2010-082393 

(51) Int. Cl. 

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(52) U.S. Cl. CPC ............ C08G 1814238 (2013.01); A43B 1100 (2013.01); A43B 1114 (2013.01); A43B 13/04 (2013.01); C07C 591245 (2013.01); C07C 69/34 (2013.01); C07C 69/40 (2013.01); C07C 69/66 (2013.01); C07C 691675 (2013.01); C07C 69170 (2013.01); C07C 691704 

## Related U.S. Application Data 

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# (IO) Patent No.: US 10,619,000 B2 

# Apr. 14, 2020 (45) Date of Patent: 

(58) Field of Classification Search CPC ................ C08G 18/4238; C08G 63/60; C08G 18/4286; C08G 18/4241; C08G 18/7671; C08G 18/7657; C08G 18/664; C08G 63/16; C08G 63/20; C08G 63/06; C08G 18/14; C08G 2101/0008; C08G 2410/00; C09J 175/06; A43B 13/04; A43B 1/14; A43B 1/00; C09D 175/06; C07C 69/70; C07C 69/704; C07C 69/675; C07C 69/66; C07C 69/34; C07C 69/40; C07C 59/245 See application file for complete search history. 

## (56) References Cited 

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## FOREIGN PATENT DOCUMENTS 

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Office Action dated Dec. 29, 2017, in Chinese Patent Application No. 201510387263.7 filed Mar. 30, 2011 (with English translation). 

Primary Examiner - Rabon A Sergent (74) Attorney, Agent, or Firm - Obion, McClelland, Maier & Neustadt, L.L.P. 

## (57) ABSTRACT 

The invention relates to a method for producing a biomass› resource-derived polyurethane, which comprises: reacting a dicarboxylic acid and an aliphatic dial to produce a polyester polyol; and reacting the polyester polyol and a polyisocya› nate 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 O 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. 

## Specification includes a Sequence Listing. 

USO 10619000B2 

(2013.01); C08G 18114 (2013.01); C08G 1814241 (2013.01); C08G 1814286 (2013.01); C08G 181664 (2013.01); C08G 1817657 (2013.01); C08G 1817671 (2013.01); C08G 63/06 (2013.01); C08G 63/16 (2013.01); C08G 63/20 (2013.01); C08G 63/60 (2013.01); C09D 175106 (2013.01); C09J 175106 (2013.01); C08G 2101/0008 (2013.01); C08G 2410/00 (2013.01) 

## U.S. PATENT DOCUMENTS 

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## OTHER PUBLICATIONS 

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## 4 Claims, No Drawings 

