WO2016204547A3 - 3-메르캅토프로피온산의 제조방법과 이를 이용한 메르캅토기를 갖는 카르본산에스테르화합물 및 티오우레탄계 광학재료의 제조방법 - Google Patents

3-메르캅토프로피온산의 제조방법과 이를 이용한 메르캅토기를 갖는 카르본산에스테르화합물 및 티오우레탄계 광학재료의 제조방법 Download PDF

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WO2016204547A3
WO2016204547A3 PCT/KR2016/006433 KR2016006433W WO2016204547A3 WO 2016204547 A3 WO2016204547 A3 WO 2016204547A3 KR 2016006433 W KR2016006433 W KR 2016006433W WO 2016204547 A3 WO2016204547 A3 WO 2016204547A3
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thiourethane
ester compound
producing
acid ester
same
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PCT/KR2016/006433
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English (en)
French (fr)
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WO2016204547A2 (ko
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장동규
노수균
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주식회사 케이오씨솔루션
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Priority to JP2017565972A priority Critical patent/JP6469896B2/ja
Priority to CN201680035523.7A priority patent/CN107810178B/zh
Priority to EP16811960.0A priority patent/EP3312157A4/en
Priority to US15/737,923 priority patent/US10399935B2/en
Publication of WO2016204547A2 publication Critical patent/WO2016204547A2/ko
Publication of WO2016204547A3 publication Critical patent/WO2016204547A3/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/02—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols
    • C07C319/12—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols by reactions not involving the formation of mercapto groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/02—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols
    • C07C319/04—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols by addition of hydrogen sulfide or its salts to unsaturated compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/26—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3855—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur
    • C08G18/3876—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur containing mercapto groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/721—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
    • C08G18/722—Combination of two or more aliphatic and/or cycloaliphatic polyisocyanates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
    • C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
    • C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
    • C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G02B1/041—Lenses

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Physics & Mathematics (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

본 발명은 3-메르캅토프로피온산의 제조방법과 이를 이용한 메르캅토기를 갖는 카르본산에스테르화합물 및 티오우레탄계 광학재료의 제조방법에 관한 것이다. 본 발명에서는, 3-메르캅토프로피온산을 제조하는 과정에서의 공정 개선으로, 수율을 크게 높이면서 동시에 감압증류 시의 온도를 낮추고 시간을 단축시킴으로써 생성물의 파괴를 막고 생산성을 크게 향상시킬 수 있다. 본 발명은 전체적으로 수행이 어렵지 않은 용이하고 간단한 공정으로 수율과 생산성을 크게 높일 수 있고 최종 수득되는 3-메르캅토프로피온산의 순도 및 색상 또한 우수하므로, 이를 이용하여 저렴한 비용으로 순도 높고 색상이 좋은 메르캅토기를 갖는 카르본산에스테르 화합물을 얻을 수 있고, 이 카르본산에스테르 화합물을 이용하여 역시 저렴한 비용으로 티오우레탄계 중합성 조성물과 이를 중합시킨 티오우레탄계 광학재료를 얻을 수 있다. 본 발명에 따라 얻어지는 카르본산에스테르 화합물은, 특히 저가의 티오우레탄 광학렌즈의 제조에 사용될 수 있으며, 그 결과 저렴하면서도 색상이 좋은 광학렌즈를 얻을 수 있다.
PCT/KR2016/006433 2015-06-19 2016-06-17 3-메르캅토프로피온산의 제조방법과 이를 이용한 메르캅토기를 갖는 카르본산에스테르화합물 및 티오우레탄계 광학재료의 제조방법 WO2016204547A2 (ko)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP2017565972A JP6469896B2 (ja) 2015-06-19 2016-06-17 ３−メルカプトプロピオン酸の製造方法、並びにそれを用いたメルカプト基を有するカルボン酸エステル化合物及びチオウレタン系光学材料の製造方法
CN201680035523.7A CN107810178B (zh) 2015-06-19 2016-06-17 3-巯基丙酸的制备方法和利用此的具有巯基的羧酸酯化合物及硫乌拉坦系光学材料的制备方法
EP16811960.0A EP3312157A4 (en) 2015-06-19 2016-06-17 METHOD FOR PRODUCING 3-MERCAPOTOPROPIONIC ACID AND METHOD FOR USING THEREOF FOR THE PREPARATION OF A CARBONIC ACID ESTER COMPOUND WITH A MERCAPTO FLUID AND THIURETHANE-BASED OPTICAL MATERIAL
US15/737,923 US10399935B2 (en) 2015-06-19 2016-06-17 Method for producing 3-mercaptopropionic acid, and methods using same for producing carboxylic acid ester compound having mercapto group and thiourethane-based optical material

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR10-2015-0087758 2015-06-19
KR1020150087758A KR20160150248A (ko) 2015-06-19 2015-06-19 3-메르캅토프로피온산의 제조방법과 이를 이용한 메르캅토기를 갖는 카르본산에스테르화합물 및 티오우레탄계 광학재료의 제조방법

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WO2016204547A2 WO2016204547A2 (ko) 2016-12-22
WO2016204547A3 true WO2016204547A3 (ko) 2017-02-16

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PCT/KR2016/006433 WO2016204547A2 (ko) 2015-06-19 2016-06-17 3-메르캅토프로피온산의 제조방법과 이를 이용한 메르캅토기를 갖는 카르본산에스테르화합물 및 티오우레탄계 광학재료의 제조방법

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US (1) US10399935B2 (ko)
EP (1) EP3312157A4 (ko)
JP (1) JP6469896B2 (ko)
KR (1) KR20160150248A (ko)
CN (1) CN107810178B (ko)
WO (1) WO2016204547A2 (ko)

Families Citing this family (6)

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Publication number Priority date Publication date Assignee Title
CN110128662B (zh) * 2019-03-01 2021-09-21 湖北大学 一种水溶性硫醇封端的peg官能化poss交联剂及其制备方法和应用
JP7299306B2 (ja) * 2019-03-29 2023-06-27 三井化学株式会社 光学材料の製造方法、光学材料用重合性組成物
JP6691990B1 (ja) * 2019-04-26 2020-05-13 三井化学株式会社 光学材料用チオール含有組成物、光学材料用重合性組成物
CN110981995B (zh) * 2019-12-27 2021-12-07 阜阳欣奕华材料科技有限公司 一种低迁移型光引发剂及其制备方法和应用
CN113582894A (zh) * 2021-07-30 2021-11-02 新乡市瑞丰新材料股份有限公司 一种新型含硫醚基位阻酚类复合抗氧剂及其合成方法
CN115612103B (zh) * 2022-10-24 2023-09-22 江苏三木化工股份有限公司 一种用于紫外光固化的高效助引发剂的制备方法

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Publication number Priority date Publication date Assignee Title
JPS58198460A (ja) * 1982-05-17 1983-11-18 Yotsukaichi Gosei Kk β−メルカプトプロピオン酸の製造法
JPH06145138A (ja) * 1992-11-06 1994-05-24 Nagase Kasei Kogyo Kk β−メルカプトプロピオン酸の製造方法
JPH07291921A (ja) * 1994-04-13 1995-11-07 Hampshire Chem Corp ３−メルカプトプロピオニトリルおよび３−メルカプトプロピオン酸の製造方法
KR20080090548A (ko) * 2006-04-21 2008-10-08 미쓰이 가가쿠 가부시키가이샤 펜타에리스리톨메르캅토카르본산에스테르의 제조방법 및 이를 포함하는 중합성 조성물
KR20130087447A (ko) * 2012-01-27 2013-08-06 주식회사 케이오씨솔루션 3-메르캅토프로피온산의 제조방법과 이를 이용한 메르캅토기를 갖는 카르본산에스테르화합물 및 티오우레탄계 광학재료의 제조방법

Also Published As

Publication number Publication date
JP6469896B2 (ja) 2019-02-13
EP3312157A2 (en) 2018-04-25
US10399935B2 (en) 2019-09-03
JP2018521039A (ja) 2018-08-02
WO2016204547A2 (ko) 2016-12-22
CN107810178A (zh) 2018-03-16
KR20160150248A (ko) 2016-12-29
CN107810178B (zh) 2020-04-28
EP3312157A4 (en) 2019-03-13
US20180179154A1 (en) 2018-06-28

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