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Organic compound, light modulating composition, and light modulating device

An organic compound and compound technology, applied in the field of light modulation devices, can solve problems such as poor solubility and limited application of small organic molecules

Active Publication Date: 2019-07-16
IND TECH RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the derivatives of triarylamines have poor solubility in common electrolytes, which limits the application of small organic molecules in electrochromism.

Method used

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  • Organic compound, light modulating composition, and light modulating device
  • Organic compound, light modulating composition, and light modulating device
  • Organic compound, light modulating composition, and light modulating device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment A1

[0058] Embodiment A1 (preparation of bisisobutylamide triphenylamine)

[0059] Get 10.0 grams of 4-methoxytriphenylamine diamine (MeOTPA-diNH 2 ) and 6.40 grams of isobutyric acid are placed in the reaction flask and mixed. After adding 25 mL of dimethylacetamide (DMAc) as a solvent into the reaction flask, 20.3 g of triphenyl phosphate (TPP) and 5.68 g of pyridine as a catalyst were added into the reaction flask. The mixture in the reaction flask was heated to 105°C for 4 hours and then cooled to room temperature, then the reaction result was poured into ethanol to precipitate a solid. After the solid is collected, it is washed and dried to obtain a white product. Above-mentioned reaction is shown in formula 7, and the spectrum of product is as follows: 1 H NMR (500MHz, DMSO-d 6 ): δ1.02(d, J=7.0Hz, 6H), 2.49(m, 2H), 3.66(s, 3H), 6.78(d, J=9.0Hz, 4H), 6.81(d, J=8.5Hz ,2H),6.87(d,J=8.5Hz,2H),7.41(d,J=9.0Hz,4H),9.65(s,2H). 13 C NMR (125MHz, DMSO-d 6 ): δ19.5, 34.8, 55.2,...

Embodiment A2

[0061] Embodiment A2 (preparation of dicyclohexyl amide triphenylamine)

[0062] Take 10.0 g MeOTPA-diNH 2 Mix with 8.40 g of cyclohexanoic acid in the reaction flask. Get 25mL DMAc and add in the reaction flask as solvent, and get 20.3 grams of TPP and 5.68 grams of pyridine as catalyst and add reaction flask. The mixture in the reaction flask was heated to 105°C for 4 hours and then cooled to room temperature, then the reaction result was poured into ethanol to precipitate solids. After the solid is collected, it is washed and dried to obtain a white product. Above-mentioned reaction is shown in formula 8, and the spectrum of product is as follows: 1 H NMR (500MHz, DMSO-d 6 ): δ1.13~1.44 (m,10H),1.63~1.79(m,10H),2.29(t,2H),3.72(s,3H),6.84(d,J=9.0Hz,4H), 6.88( d, J=8.5Hz, 2H), 6.95(d, J=8.5Hz, 2H), 7.48(d, J=9.0Hz, 4H), 9.67(s, 2H). 13 C NMR (125MHz, DMSO-d 6 ): δ13.9, 22.0, 25.1, 28.5, 28.6, 31.2, 55.2, 114.8, 120.2, 122.8, 125.8, 140.5, 143.0, 155.24, 170.8. Anal.cal...

Embodiment A3

[0064] Embodiment A3 (preparation of diheptanyl amide triphenylamine)

[0065] Take 10.0 g MeOTPA-diNH 2 Mix with 9.45 grams of octanoic acid in the reaction flask. Get 25mL DMAc and add in the reaction flask as solvent, and get 20.3 grams of TPP and 5.68 grams of pyridine as catalyst and add reaction flask. The mixture in the reaction flask was heated to 105°C for 4 hours and then cooled to room temperature, then the reaction result was poured into ethanol to precipitate solids. After the solid is collected, it is washed and dried to obtain a white product. Above-mentioned reaction is shown in formula 9, and the spectrum of product is as follows: 1 H NMR (500MHz, DMSO-d 6 ): δ0.86(t, 6H), 1.26~1.59(m, 16H), 2.51(t, 4H), 3.73(s, 3H), 6.85(d, J=9.0Hz, 4H), 6.88 (d, J=8.5Hz, 2H), 6.95(d, J=8.5Hz, 2H), 7.47(d, J=9.0Hz, 4H), 9.76(s, 2H). 13 CNMR (125MHz, DMSO-d 6 ): δ13.9, 22.0, 25.2, 28.5, 28.6, 31.2, 55.2, 114.8, 120.2, 122.8, 125.8, 133.8, 140.5, 143.0, 155.2, 170.8. Ana...

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Abstract

The invention provides an organic compound, a light modulation composition and a light modulation device. The organic compound has the chemical structure: X-Ar-X, where X is or and Ar is or The neutral state of the above organic compounds is transparent, and the introduction of amide or imide groups into aromatic amines can not only increase the solubility of the organic compounds in solvents, but also improve the electrochemical stability.

Description

[0001] 【Technical field】 [0002] The present invention relates to organic compounds, more particularly to a light-modulating composition comprising the organic compound and a light-modulating device using the composition. [0003] 【Background technique】 [0004] Due to its low driving voltage (<3.0V) and bistable characteristics, electrochromic related products have attracted much attention in the green energy-saving industry. The world regards this technology as an important industry in the next few decades. However, electrochromic materials are in It plays a pivotal role in it. At present, most electrochromic materials use inorganic oxides due to the requirements of life and durability. However, the preparation of inorganic oxides mostly relies on expensive equipment such as vacuum evaporation, spray pyrolysis, and sputtering for coating. Due to the high cost, the current use rate is not high. In terms of material nature, the main disadvantage of inorganic oxides is tha...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C233/43C07C233/62C07C231/02C07D209/48G02F1/153G02F1/155
CPCG02F1/1503C07C231/02C07C233/43C07C233/62C07D209/48G02F1/153G02F1/155C09K2211/1014C09K2211/1025G02F1/15165C07D209/50C09K9/02C09K2211/1007C09K2211/1029G02F2001/1502C07C2601/14
Inventor 龚宇睿黄莉婷吕奇明
Owner IND TECH RES INST
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