IP Library Granted Patent US 11,370,740
Granted Patent B2
US 11,370,740 · App. 16/079,293 · Granted Jun 28, 2022

Method for producing ester group-containing compound

Inventors: Masahiro Horiguchi (Kitaadachi-gun, JP); Toru Tsuruta (Kitaadachi-gun, JP)
Assignee: DIC CORPORATION
C07C67/08C07C69/757C07C69/92C07D213/30C07D277/82C07D417/04C07D487/22C07D493/04C08F220/10C09D4/00C09K19/32C09K19/322C09K19/3486C09K19/3491C09K19/3497C09K19/38C09K19/54G02B5/30C07C2601/14C08F20/10C08L33/06C08L2203/20C09K2019/0448C09K2019/3408Y02P20/55
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Quick Facts
Patent No.
US 11,370,740
App. No.
16/079,293
Granted
Jun 28, 2022
Kind
B2
Abstract

The present invention provides a novel method for producing an ester group-containing compound and a derivative produced using the compound as a synthetic intermediate. The invention also provides a polymerizable composition containing the compound obtained by the production method and a film-shaped polymer obtained by polymerizing the polymerizable composition. The present invention is a method for producing an ester group-containing compound, the method including a mixing step of mixing a condensing agent, a Bronsted acid, a carboxylic acid, and a phenol or an alcohol to prepare a reaction mixture. The Bronsted acid selected is other than the condensing agent, the carboxylic acid, and the phenol.

Claims (18)

1. A method for producing a derivative of an ester group-containing compound, the method comprising:

a first production step of mixing a condensing agent, a Bronsted acid, a carboxylic acid represented by formula (I-5-8), and a phenol or an alcohol represented by formula (ma2-1) to prepare a reaction mixture and then subjecting the carboxylic acid and the phenol or alcohol to a condensation reaction in the reaction mixture,

wherein the Bronsted acid is other than the condensing agent, the carboxylic acid, and the phenol,

wherein the first production step thereby produces a synthetic intermediate represented by general formula (I-i-1-1-1-1-1):

where in formulae (I-5-8), (ma2-1) and (I-i-1-1-1-1-1), P 11 and P 21 each independently represent a group selected from the following formula (P-1) to formula (P-20);

Sp 11 and Sp 21 each independently represent a single bond, or an alkylene group which has 1 to 10 carbon atoms and in which one —CH 2 — group or two or more non-adjacent —CH 2 — groups are each independently optionally replaced with —O—, —COO— or —OCO—,

X 11 and X 21 each represent —O—, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, or a single bond,

k11 and k21 each independently represent an integer of 1, and

Y 1 represents a hydrogen atom; and

a second production step comprising a step of reacting the synthetic intermediate with a compound represented by formula (I-iii-1) or formula (I-iii-2),

wherein W 1 represents a group represented by a formula

in which L G1 represents a fluorine atom, a chlorine atom, a nitro group, a cyano group, a dimethylamino group, a diethylamino group, or a linear alkyl group which has 1 or 2 carbon atoms in which one —CH 2 — group or two or more non-adjacent —CH 2 — groups are each independently optionally replaced with —O—, and any hydrogen atom in the alkyl group being optionally replaced with a fluorine atom; r represents an integer from 0 to 4,

wherein W 2 represents a hydrogen atom or a linear or branched alkyl group which has 1 to 20 carbon atoms and in which one —CH 2 — group or two or more non-adjacent —CH 2 — groups are each independently optionally replaced with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF—, or —C≡C—, any hydrogen atom in the alkyl group being optionally replaced with a fluorine atom,

wherein the second production step produces a compound represented by general formula (I-ii-1-1-1-2-1):

where in formula (I-ii-1-1-1-2-1), Y 1 , W 2 , L G1 , r, P 11 , P 21 , Sp 11 , Sp 21 , X 11 , X 21 , k11, and k21 have the same meanings as in the formula (I-i-1-1-1-1-1), the formula (I-iii-1) or the formula (I-iii-2).

2. The method for producing a derivative of an ester group-containing compound according to claim 1 ,

wherein the synthetic intermediate obtained in the first production step is represented by formula (I-5),

wherein the compound represented by general formula (I-ii) obtained in the second production step is represented by formula (II-9),

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2024
From: DIC CORPORATION
To: SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIAL CO., LTD.
Reel/Frame 067528/0688 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 23, 2018
From: HORIGUCHI, MASAHIRO; TSURUTA, TORU
To: DIC CORPORATION
Reel/Frame 046684/0043 →
Priority Claims (1)
JP JP2016-046961 · Mar 10, 2016 · national
Continuity (1)
Related Publication 20190062256A1 · Feb 28, 2019