KR102245931B1 - 디메틸올부탄알의 제조방법 및 이를 이용한 트리메틸올프로판의 제조방법 - Google Patents

디메틸올부탄알의 제조방법 및 이를 이용한 트리메틸올프로판의 제조방법 Download PDF

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KR102245931B1
KR102245931B1 KR1020180125970A KR20180125970A KR102245931B1 KR 102245931 B1 KR102245931 B1 KR 102245931B1 KR 1020180125970 A KR1020180125970 A KR 1020180125970A KR 20180125970 A KR20180125970 A KR 20180125970A KR 102245931 B1 KR102245931 B1 KR 102245931B1
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South Korea
Prior art keywords
reaction
dimethylolbutanal
paraformaldehyde
present application
trimethylolpropane
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KR1020180125970A
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Korean (ko)
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KR20200045211A (ko
Inventor
최민지
엄성식
정다원
김태윤
고동현
김미영
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주식회사 엘지화학
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Priority to KR1020180125970A priority Critical patent/KR102245931B1/ko
Priority to CN201980027500.5A priority patent/CN112004791B/zh
Priority to US17/041,259 priority patent/US11008274B2/en
Priority to JP2020552888A priority patent/JP7054420B2/ja
Priority to EP19874993.9A priority patent/EP3757087B1/en
Priority to PCT/KR2019/008471 priority patent/WO2020085613A1/ko
Publication of KR20200045211A publication Critical patent/KR20200045211A/ko
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/64—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of functional groups containing oxygen only in singly bound form
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
    • C07C29/141—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group with hydrogen or hydrogen-containing gases
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0235—Nitrogen containing compounds
    • B01J31/0237—Amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/15—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively
    • C07C29/151—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases
    • C07C29/153—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases characterised by the catalyst used
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C07C31/20—Dihydroxylic alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/80—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
    • C07C47/19—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing hydroxy groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
KR1020180125970A 2018-10-22 2018-10-22 디메틸올부탄알의 제조방법 및 이를 이용한 트리메틸올프로판의 제조방법 Active KR102245931B1 (ko)

Priority Applications (6)

Application Number Priority Date Filing Date Title
KR1020180125970A KR102245931B1 (ko) 2018-10-22 2018-10-22 디메틸올부탄알의 제조방법 및 이를 이용한 트리메틸올프로판의 제조방법
CN201980027500.5A CN112004791B (zh) 2018-10-22 2019-07-10 制备二羟甲基丁醛的方法和使用其制备三羟甲基丙烷的方法
US17/041,259 US11008274B2 (en) 2018-10-22 2019-07-10 Method for manufacturing dimethylolbutanal and method for manufacturing trimethylolpropane using same
JP2020552888A JP7054420B2 (ja) 2018-10-22 2019-07-10 ジメチロールブタナールの製造方法及びこれを用いたトリメチロールプロパンの製造方法
EP19874993.9A EP3757087B1 (en) 2018-10-22 2019-07-10 Method for manufacturing dimethylolbutanal and method for manufacturing trimethylolpropane using same
PCT/KR2019/008471 WO2020085613A1 (ko) 2018-10-22 2019-07-10 디메틸올부탄알의 제조방법 및 이를 이용한 트리메틸올프로판의 제조방법

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1020180125970A KR102245931B1 (ko) 2018-10-22 2018-10-22 디메틸올부탄알의 제조방법 및 이를 이용한 트리메틸올프로판의 제조방법

Publications (2)

Publication Number Publication Date
KR20200045211A KR20200045211A (ko) 2020-05-04
KR102245931B1 true KR102245931B1 (ko) 2021-04-28

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Country Status (6)

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US (1) US11008274B2 (https=)
EP (1) EP3757087B1 (https=)
JP (1) JP7054420B2 (https=)
KR (1) KR102245931B1 (https=)
CN (1) CN112004791B (https=)
WO (1) WO2020085613A1 (https=)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114409520B (zh) * 2022-02-11 2023-05-30 万华化学集团股份有限公司 一种高缩合收率加氢制备三羟甲基丙烷的方法
CN115677466B (zh) * 2022-11-11 2025-04-11 宁夏百川科技有限公司 一种二羟甲基丁醛制备方法

Family Cites Families (19)

* Cited by examiner, † Cited by third party
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BE790366A (fr) 1971-10-21 1973-04-20 Ciba Geigy Phosphonothionates de triazolyles et produits pesticides qui encontiennent
US5763690A (en) * 1992-09-25 1998-06-09 Aristech Chemical Corporation Manufacture of trimethylolpropane
JPH10231264A (ja) * 1997-02-20 1998-09-02 Mitsubishi Chem Corp ジメチロールアルカナールの製造方法
US6080896A (en) * 1997-08-07 2000-06-27 Mitsubishi Gas Chemical Company, Inc. Process for producing polyhydric alcohol
FI109993B (fi) * 1999-07-02 2002-11-15 Neste Chemicals Oy Menetelmä polyolien valmistamiseksi
DE10063937A1 (de) 2000-12-20 2002-07-18 Bayer Ag Verfahren zur Herstellung von Trimethylolverbindungen und Ameisensäure
JP2002226426A (ja) 2001-02-02 2002-08-14 Mitsubishi Gas Chem Co Inc ジメチロールブタン酸の製造法
US7462747B2 (en) * 2007-01-05 2008-12-09 Basf Aktiengesellschaft Process for preparing polyalcohols from formaldehyde having a low formic acid content
KR101292902B1 (ko) 2009-12-22 2013-08-02 주식회사 엘지화학 반응 수율이 개선된 알돌축합 방법 및 장치
CN102391070B (zh) * 2011-10-19 2014-09-03 上海华谊（集团）公司 利用甲醛生产三羟甲基丙烷的方法
US8710278B1 (en) * 2013-01-31 2014-04-29 Eastman Chemical Company Process for producing polyols
KR20150009226A (ko) 2013-07-16 2015-01-26 주식회사 엘지화학 디메틸올부티르알데히드의 제조방법
KR101529828B1 (ko) * 2013-07-26 2015-06-17 주식회사 엘지화학 메틸올알칸알의 제조방법
KR101655973B1 (ko) * 2014-04-15 2016-09-08 한화케미칼 주식회사 하이드록시피브알데히드의 제조방법
KR101952690B1 (ko) * 2015-09-07 2019-02-27 주식회사 엘지화학 글리콜의 제조장치 및 제조방법
US9996914B2 (en) 2016-03-25 2018-06-12 Outward, Inc. Arbitrary view generation
KR102224243B1 (ko) 2016-10-31 2021-03-08 주식회사 엘지화학 트리메틸올프로판의 제조장치 및 이를 이용한 제조방법
KR102224267B1 (ko) * 2016-10-31 2021-03-08 주식회사 엘지화학 트리메틸올프로판의 제조장치 및 이를 이용한 제조방법
CN111465590B (zh) * 2018-02-01 2023-04-11 Lg化学株式会社 二羟甲基丁醛的生产方法和蒸馏装置

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Publication number Publication date
JP7054420B2 (ja) 2022-04-13
US20210009493A1 (en) 2021-01-14
JP2021517158A (ja) 2021-07-15
CN112004791B (zh) 2023-01-31
KR20200045211A (ko) 2020-05-04
EP3757087A1 (en) 2020-12-30
WO2020085613A1 (ko) 2020-04-30
EP3757087A4 (en) 2021-06-23
CN112004791A (zh) 2020-11-27
US11008274B2 (en) 2021-05-18
EP3757087B1 (en) 2023-11-15

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