Compound and dichroic dye, and polarizing film

A dichroic and compound technology, applied in the field of polarizing film, can solve the problems of undocumented dichroic pigment polarizing film, etc.

Active Publication Date: 2013-10-02
SUMITOMO CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] For example, in Patent Document 1, although a polarizing film formed by evaporating a specific polyazo-based pigment material is described, the formation of this polarizing film requires a special device such as a evaporating device, so it cannot be said to be industrially viable. beneficial method
On the other hand, in Patent Document 2, although a polarizing film formed of a composition containing a polymerizable liquid crystal compound having a highly smectic Sx phase and a dichroic dye is described, none of them describe a polarizing film with a wavelength of 400 to 520 nm. Dichroic dye with maximum absorption, composition containing said dichroic dye, polarizing film formed from said composition

Method used

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  • Compound and dichroic dye, and polarizing film
  • Compound and dichroic dye, and polarizing film
  • Compound and dichroic dye, and polarizing film

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0331] Example 1 [Preparation of compound (1A) (compound represented by the following (1A))]

[0332]

[0333] Compound (1A) was synthesized by the following scheme.

[0334]

[0335]Mix compound [compound (1B)] 5.00g represented by formula (1B), 4.63g of ethyl 4-hydroxybenzoate, 0.23g of dimethylaminopyridine (DMAP) and 25g of chloroform, under light-proof nitrogen atmosphere, Stir at 5°C for 10 minutes. 2.58 g of diisopropylcarbodiimide (IPC) was dripped at the obtained mixed liquid over 5 minutes, and it stirred further for 4 hours. 75 g of methanol was added to the obtained reaction liquid for crystallization, and the crystals were obtained by filtration. The crystals were further washed with an equivalent amount of methanol, and then vacuum-dried to obtain 6.78 g of compound (1A). Based on compound (1B), the yield was 87%.

[0336] Compound (1A) 1 H-NMR (CDCl 3 ): δ (ppm) 1.41 (t, 3H), 3.12 (s, 6H), 4.40 (m, 2H), 6.76 (m, 2H), 7.33 (m, 2H), 7.93 (dd, 4H), 8.15...

Embodiment 2

[0337] Example 2 [compound (1D) (compound represented by the following (1D))]

[0338]

[0339] Compound (1D) was synthesized according to the following scheme.

[0340]

[0341] 5.00 g of compound (1B), 4.63 g of 4-butyloxyphenol, 0.23 g of DMAP, and 25 g of chloroform were mixed, and stirred at 5° C. for 10 minutes in a dark and nitrogen atmosphere. IPC2.58g was dripped at the obtained liquid mixture over 5 minutes, and it stirred for 4 more hours. 75 g of methanol was added to the obtained reaction liquid for crystallization, and the crystals were obtained by filtration. The crystals were dissolved in 50 g of dimethylacetamide, and the insoluble matter was filtered through celite. The recovered filtrate was crystallized with water. The obtained crystals were further dissolved in 50 g of tetrahydrofuran, and insoluble matter was removed by filtration, then heptane was added, crystallized, and vacuum-dried to obtain 4.66 g of compound (1D). Based on compound (1B), t...

Embodiment 3

[0366] [Preparation of Polarizing Film Forming Composition]

[0367] The following components were mixed and stirred at 80° C. for 1 hour to prepare a composition (G) for forming a polarizing film.

[0368] Polymeric liquid crystal compound; compound (2-6) 75 parts

[0369] Compound (2-8) 25 parts

[0370] Dichroic pigment; compound (1A) 2.5 parts

[0371] polymerization initiator;

[0372] 2-Dimethylamino-2-benzyl-1-(4-morpholinophenyl)-1-butanone (Yanjiagu 369; manufactured by Ciba Specialty Chemicals Co., Ltd.) 6 parts

[0373] Leveling agent;

[0374] Polyacrylate compound (BYK-361N; manufactured by BYK Chemical Co., Ltd.) 1.5 parts

[0375] Solvent; 250 parts of toluene

[0376] [Measurement of Phase Transition Temperature]

[0377] The phase transition temperature of the polymerizable liquid crystal composition contained in the composition (G) for polarizing film formation was calculated|required similarly to the case of compound (2-6) and compound (2-8). After r...

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Abstract

The subject of the invention provides a polarizing film novel compound with largest absorption and capable of forming high dichroism ratio in a wave length scope of 400-520 nm, and a polarizing film including the novel compound. The invention provides a compound, a composition including the compound and a liquid crystal compound and a polarizing film formed by the composition represented by the formula (1). In the formula (1), Y is a perssad represented by (Y1) or (Y2). R1 is a perssad represented by any one of formula (R1-1)- formula (R1-3). R2 is a perssad represented by any one of formula (R2-1)-formula (R2-6).

Description

technical field [0001] The present invention relates to a novel compound, a dichroic dye, a polarizing film using the dichroic dye, and the like. Background technique [0002] A film made of polyvinyl alcohol dyed with iodine is generally used for a polarizer used in a liquid crystal display device. On the other hand, recent liquid crystal display devices are strongly required to reduce the thickness thereof, and correspondingly, thinner polarizers are also being demanded. A polarizing film containing a dichroic dye is known as a polarizing film included in a thin polarizer. [0003] For example, in Patent Document 1, although a polarizing film formed by evaporating a specific polyazo-based pigment material is described, the formation of this polarizing film requires a special device such as a evaporating device, so it cannot be said to be industrially viable. beneficial method. On the other hand, in Patent Document 2, although a polarizing film formed of a composition co...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C245/08C07D295/135C09K19/60G02B5/30
CPCC09B43/30C09K11/06C09K19/24C09K19/38C09K19/601C07C219/14C07C245/08C09K19/22G02F1/133528
Inventor 大川春树幡中伸行
Owner SUMITOMO CHEM CO LTD
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