公开(公告)号：US10450404B2

公开(公告)日：2019-10-22

申请号：US14560830

申请日：2014-12-04

Applicant: MITSUBISHI CHEMICAL CORPORATION ,  GENOMATICA, INC.

Inventor： Masaru Utsunomiya ,  Yusuke Izawa ,  Norikazu Konishi ,  Kota Tanaka ,  Shinichiro Matsuzono ,  Takayuki Suzuki ,  Michael Japs ,  Mark Burk ,  Warren Clark

IPC: C08G18/42 ,  C08G63/16 ,  C08G63/183 ,  C08G18/66 ,  C12P7/18

Abstract: At the time of producing a polyester by using a dicarboxylic acid component and a biomass-resource-derived diol as raw materials, a polyester is efficiently produced with good color tone, as the raw material diol derived from biomass resources, a diol in which the content of a cyclic carbonyl compound having a carbon atom number of 5 or 6 is from 0.01 to 12 ppm by mass, is used, and by controlling the content of a cyclic carbonyl compound having a carbon atom number of 5 or 6 in the raw material diol to fall in a prescribed range, the color tone of the polyester is improved.

公开(公告)号：US09556307B2

公开(公告)日：2017-01-31

申请号：US14560800

申请日：2014-12-04

Applicant: MITSUBISHI CHEMICAL CORPORATION ,  GENOMATICA, INC.

Inventor： Masaru Utsunomiya ,  Yusuke Izawa ,  Norikazu Konishi ,  Shinichiro Matsuzono ,  Takayuki Suzuki ,  Michael Japs ,  Mark Burk ,  Warren Clark

IPC: C12P7/62 ,  C08G63/00 ,  C08G63/80 ,  C08G63/183 ,  C08G63/78 ,  C12P7/18 ,  C12N9/04 ,  C12N9/02 ,  C12N9/00

CPC classification number: C08G63/80 ,  C08G63/183 ,  C08G63/78 ,  C12N9/0006 ,  C12N9/0008 ,  C12N9/93 ,  C12P7/18 ,  C12Y101/01061 ,  C12Y102/01024 ,  C12Y102/04002 ,  C12Y602/01004 ,  Y02P20/52

Abstract: The present invention aims to provide a method for producing polybutylene terephthalate (PBT) with an excellent color using biomass-derived 1,4-butanediol (BG). The invention relates to a method for producing PBT comprising a step of subjecting a diol component containing raw material 1,4-BG having a nitrogen content of 0.01 to 50 ppm by mass and a dicarboxylic acid component to esterification or ester-exchange reaction, and a polycondensation reaction step for obtaining PBT from the reactant, wherein the content of gamma butyrolactone in the raw material 1,4-BG is 1 to 100 ppm by mass.

Abstract translation: 本发明的目的在于提供使用生物质衍生的1,4-丁二醇（BG）制造具有优异颜色的聚对苯二甲酸丁二醇酯（PBT）的方法。 本发明涉及一种制备PBT的方法，包括将含有0.01〜50质量ppm的氮含量的原料1,4-BG的二醇成分和二羧酸成分进行酯化或酯交换反应的工序，以及 用于从反应物中获得PBT的缩聚反应步骤，其中原料1,4-BG中的γ-丁内酯的含量为1〜100质量ppm。

公开(公告)号：US10472311B2

公开(公告)日：2019-11-12

申请号：US15157639

申请日：2016-05-18

Applicant: MITSUBISHI CHEMICAL CORPORATION

Inventor： Yusuke Izawa ,  Masaru Utsunomiya ,  Norikazu Konishi ,  Kouta Tanaka ,  Takayuki Suzuki ,  Shinichirou Matsuzono

IPC: C07C29/94 ,  C08K5/20 ,  C08G63/183 ,  C07D307/08 ,  C08G63/78

Abstract: A 1,4-butanediol-containing composition having a concentration of 1,4-butanediol of 99.00% by weight or more and not more than 99.99% by weight and containing 2-pyrrolidone or N-methylpyrrolidone in a concentration, as converted into a nitrogen atom, of from 1.0 to 25 ppm by weight and methods of use thereof.

公开(公告)号：US10253008B2

公开(公告)日：2019-04-09

申请号：US16031501

申请日：2018-07-10

Applicant: Mitsubishi Chemical Corporation

Inventor： Yusuke Izawa ,  Hideto Tsuji ,  Yosuke Suzuki

IPC: C07D307/02 ,  C07D307/36 ,  C07D307/48 ,  B01J23/58 ,  C07B61/00

Abstract: The present invention is aimed to provide an industrially advantageous method for producing a furan compound, in which a furan compound can be efficiently obtained in a high selectivity from a furfural compound. The present invention is concerned with a method for producing a furan compound including feeding, as a raw material, a furfural composition containing a furfural compound into a reactor and subjecting to a decarbonylation reaction in the presence of a catalyst to obtain a furan compound as a product, wherein a furfural dimer concentration in the furfural composition is 1,000 ppm by weight or less, and a peroxide value in the furfural composition is 0.01 mEq/kg or more and 1.0 mEq/kg or less.

公开(公告)号：US09598388B2

公开(公告)日：2017-03-21

申请号：US14147932

申请日：2014-01-06

Applicant: MITSUBISHI CHEMICAL CORPORATION

Inventor： Yusuke Izawa ,  Masaru Utsunomiya ,  Norikazu Konishi ,  Kouta Tanaka

IPC: C07D307/02 ,  C07D307/08

CPC classification number: C07D307/08 ,  B01D3/002 ,  B01D3/009

Abstract: The present invention is concerned with a method for producing tetrahydrofuran including carrying out a dehydration cyclization reaction of 1,4-butanediol in the presence of an acid catalyst having a pKa value of not more than 4 within a reactor, wherein a raw material liquid containing 1,4-butanediol to be provided for the reaction contains from 0.01 to 0.35% by weight of 2-(4-hydroxybutoxy)-tetrahydrofuran and 1 ppm by weight or more and not more than 1,000 ppm by weight of at least one of an amine and an amide in terms of a concentration as converted into a nitrogen atom.

公开(公告)号：US09126963B2

公开(公告)日：2015-09-08

申请号：US14147894

申请日：2014-01-06

Applicant: MITSUBISHI CHEMICAL CORPORATION

Inventor： Yusuke Izawa ,  Masaru Utsunomiya ,  Eiji Hattori

IPC: C07D307/02 ,  C07D307/08

CPC classification number: C07D307/08

Abstract: The present invention relates to a method for producing tetrahydrofuran comprising: feeding raw material 1,4-butanediol containing gamma butyrolactone to a reaction tank, and performing a dehydration cyclization reaction in the presence of a homogeneous acid catalyst having a pKa of 4 or less and being dissolvable in 1,4-butanediol to produce tetrahydrofuran, wherein a gas containing tetrahydrofuran, gamma butyrolactone and water in the reaction tank is introduced into a heat exchanger and when obtaining a condensate from the outlet of the heat exchanger, the ratio of the concentration of gamma butyrolactone in the condensate based on the concentration of gamma butyrolactone in the raw material 1,4-butanediol is from 20 to 100%.

Abstract translation: 本发明涉及四氢呋喃的制造方法，其特征在于，将含有γ-丁内酯的原料1,4-丁二醇加入到反应槽中，在pKa为4以下的均相酸催化剂的存在下进行脱水环化反应，以及 可溶于1,4-丁二醇生产四氢呋喃，其中将反应罐中含有四氢呋喃，γ-丁内酯和水的气体引入热交换器，当从热交换器的出口获得冷凝物时，其浓度比 基于γ-丁内酯在原料1,4-丁二醇中浓度为20〜100％的缩合物中的γ-丁内酯。

公开(公告)号：US10472465B2

公开(公告)日：2019-11-12

申请号：US15359071

申请日：2016-11-22

Applicant: MITSUBISHI CHEMICAL CORPORATION

Inventor： Kazunao Kusano ,  Kazuki Wakabayashi ,  Yoko Nakagawa ,  Yusuke Izawa ,  Yoshikazu Kanamori

IPC: C08G64/30 ,  C08G18/44 ,  C08G64/02 ,  C09D175/06 ,  C09J175/06 ,  D01F6/70 ,  D06N3/14 ,  C08G18/75 ,  C08G18/10 ,  C08G18/24

Abstract: The present invention relates to a method for producing a polycarbonate diol, comprising subjecting a compound represented by the following formula (A) containing from 0.01 to 1.0 wt % of an aldehyde derivative, a compound represented by the following formula (B), and a carbonate compound to polycondensation by a transesterification reaction in the presence of a catalyst to produce a polycarbonate diol having a number average molecular weight of 250 to 5,000: HO—(CH2)10—OH  (A) HO—R1—OH  (B) wherein in the formula (B), R1 represents a substituted or unsubstituted divalent alkylene group having a carbon number of 3 to 20, wherein the compound of the formula (A) is not included by the formula (B).

公开(公告)号：US10125109B2

公开(公告)日：2018-11-13

申请号：US15712844

申请日：2017-09-22

Applicant: Mitsubishi Chemical Corporation

Inventor： Yusuke Izawa ,  Hideto Tsuji ,  Yosuke Suzuki

IPC: C07D307/02 ,  C07D307/36 ,  C07D307/48 ,  B01J23/58 ,  C07B61/00

Abstract: The present invention is aimed to provide an industrially advantageous method for producing a furan compound, in which a furan compound can be efficiently obtained in a high selectivity from a furfural compound. The present invention is concerned with a method for producing a furan compound including feeding, as a raw material, a furfural composition containing a furfural compound into a reactor and subjecting to a decarbonylation reaction in the presence of a catalyst to obtain a furan compound as a product, wherein a furfural dimer concentration in the furfural composition is 1,000 ppm by weight or less, and a peroxide value in the furfural composition is 0.01 mEq/kg or more and 1.0 mEq/kg or less.

公开(公告)号：US09695140B2

公开(公告)日：2017-07-04

申请号：US15239232

申请日：2016-08-17

Applicant: MITSUBISHI CHEMICAL CORPORATION

Inventor： Shohei Taniguchi ,  Yusuke Izawa ,  Masaru Utsunomiya

IPC: C07D307/33

CPC classification number: C07D307/33

Abstract: An object of the present invention is to provide high-purity gamma-butyrolactone (GBL) capable of preventing occurrence of reaction other than the object at the time of use, which reaction is caused due to a high acidity of GBL, and the present invention relates to a gamma-butyrolactone composition containing gamma-butyrolactone and a nitrogen-containing compound, wherein a content of the gamma-butyrolactone is 99.0% by mass or more, and a total content of the nitrogen-containing compound is 0.1 ppm by mass to 1,000 ppm by mass as converted to a nitrogen atom.

公开(公告)号：US09522897B2

公开(公告)日：2016-12-20

申请号：US14161081

申请日：2014-01-22

Applicant: MITSUBISHI CHEMICAL CORPORATION

Inventor： Yusuke Izawa ,  Masaru Utsunomiya ,  Norikazu Konishi ,  Kouta Tanaka

IPC: C07D307/20 ,  C07C29/17

CPC classification number: C07D307/20 ,  B01J21/08 ,  B01J23/44 ,  B01J23/755 ,  B01J23/866 ,  B01J35/0006 ,  B01J35/02 ,  C07C29/172 ,  C07C29/94 ,  C07C45/62 ,  C07C45/86 ,  C07C31/207

Abstract: The present invention relates to a method for producing a hydride having a carbon number of 4, comprising contacting, in liquid phase, an unsaturated compound having a carbon number of 4 as a raw material with a solid catalyst obtained by loading a metal element belonging to Groups 9 to 11 of the long periodic table on a support, thereby performing hydrogenation to produce a corresponding hydride having a carbon number of 4, wherein hydrogenation is performed in the presence of, as a solvent, a 1,4-butanediol having a nitrogen component concentration of 1 ppm by weight to 1 wt % in terms of nitrogen atom.

Abstract translation: 本发明涉及碳原子数为4的氢化物的制造方法，其特征在于，以液相方式使碳原子数为4的不饱和化合物作为原料与通过将金属元素 在支撑体上的长周期表的第9至11组，由此进行氢化以产生碳数为4的相应的氢化物，其中氢化在作为溶剂存在下具有氮的1,4-丁二醇 组分浓度为1重量ppm至1重量％，以氮原子计。