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Compound and composition

A compound and bonding technology, applied in chemical instruments and methods, organic chemistry, preparation of azo dyes, etc., can solve the problem of low dichroic ratio of polarizing films

Active Publication Date: 2017-08-18
SUMITOMO CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the dichroic ratio of the polarizing film containing the dichroic pigment is low

Method used

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  • Compound and composition
  • Compound and composition
  • Compound and composition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0343]

[0344] 0.15 g of the compound shown in formula (2A), 0.10 g of the compound shown in formula (3A), 0.50 g of potassium phosphate, 0.0087 g of tris(dibenzylideneacetone) dipalladium (0), and 0.0087 g of tri-tert-butylphosphonium 0.011 g of tetrafluoroborate and 3 g of 1,4-dioxane were mixed. The resulting mixture was stirred at 100° C. for 18 hours under nitrogen atmosphere. The obtained reaction mixture was concentrated, and then purified by silica gel column chromatography (eluent: chloroform). The obtained solid was washed with acetonitrile and then dried to obtain 0.03 g of a compound represented by the formula (1A) (hereinafter referred to as compound (1A)) as an orange solid.

[0345] Mw: 371 (GC-MS)

[0346] Maximum Absorption Wavelength (λ max2 )=360nm (chloroform solution)

Embodiment 2

[0348]

[0349] 0.30 g of the compound shown in formula (2B), 0.21 g of the compound shown in formula (3A), 0.38 g of potassium acetate, [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II ) 0.129g and 18.0g of diethylene glycol dimethyl ether were mixed. The resulting mixture was stirred at 140° C. for 3 hours under nitrogen atmosphere. The obtained reaction mixture was concentrated, and then purified by silica gel column chromatography (eluent: chloroform). The obtained solid was washed with acetonitrile and then dried to obtain 0.010 g of a compound represented by formula (1B) (hereinafter referred to as compound (1B)) as an orange solid.

[0350] Mw: 434 (LC-MS)

[0351] Maximum Absorption Wavelength (λ max2 )=437nm (chloroform solution)

Embodiment 3

[0353]

[0354] 0.40 g of the compound shown in formula (2C), 0.25 g of the compound shown in formula (3A), 0.45 g of potassium acetate, [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II ) 0.150 g and 24.0 g of diethylene glycol dimethyl ether were mixed. The resulting mixture was stirred at 140° C. for 3 hours under nitrogen atmosphere. The obtained reaction mixture was concentrated, and then purified by silica gel column chromatography (eluent: chloroform). The obtained solid was washed with acetonitrile and then dried to obtain 0.032 g of a compound represented by formula (1C) (hereinafter referred to as compound (1C)) as an orange solid.

[0355] Mw: 490 (LC-MS)

[0356] Maximum Absorption Wavelength (λ max2 )=438nm (chloroform solution)

[0357] [Polymerizable liquid crystal compound]

[0358] Using the compound represented by the following formula (4-6) [hereinafter referred to as compound (4-6)], the compound represented by the following formula (4-8) [...

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Abstract

The present invention provides a compound that has a maximum absorption in a wavelength range of 350-550 nm and functions as a dichroic pigment. Provided is a compound represented by formula (1): [In the formula, R1 represents a C1-20 alkyl group or the like, R2 a C1-20 acyl group or the like, and R3 a hydrogen atom or the like, and Y represents a group represented by formula (Y1): (In the formula, * represents a site of bonding with N.) or a group represented by formula (Y2): (In the formula, * represents a site of bonding with N, P1 and P2 each independently represent -S- or the like, and Q1 and Q2 each independently represent =N- or the like.)]

Description

technical field [0001] The present invention relates to compounds and compositions. Background technique [0002] Patent Document 1 describes a polarizing film comprising a dichroic dye dispersed in an aligned polymerizable liquid crystal compound. [0003] Patent Document 2 describes a disazo dye having a 1,4-naphthyl structure as a dichroic dye having an absorption maximum in a wavelength range of 350 nm to 550 nm. However, a polarizing film containing this dichroic dye has a low dichroic ratio. [0004] prior art literature [0005] patent documents [0006] Patent Document 1: Japanese National Publication No. 2007-510946 [0007] Patent Document 2: Japanese Patent No. 1454637 (Japanese Patent Publication No. 63-1357) Contents of the invention [0008] The problem to be solved by the invention [0009] A compound that functions as a dichroic dye and has an absorption maximum in a wavelength range of 350 nm to 550 nm is required. [0010] means of solving problems...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C245/08C07D513/04C09K19/30C09K19/54C09K19/60G02B5/30G02F1/1335
CPCC07D513/04B29D11/00644B29D11/00788C09K19/601G02F1/133528G02B5/3033C09K2019/0448G02F2202/022C09B43/00C07D277/60C07D417/02G02F1/133565C07C245/08C09K19/02C09K19/04H10K50/868C07C22/08C08K5/04C08K5/23C08K5/3725C08K5/55G02F1/13
Inventor 飞田宪之大川春树
Owner SUMITOMO CHEM CO LTD
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