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Electrolyte containing 3,4-ethylenedioxythiophene, electrolytic capacitor containing same, and electronic material raw material

A technology of ethylenedioxythiophene and electrolytic capacitors, which is applied in the field of electrolytes, can solve the problems of difficulty in preparing electrolytes with high withstand voltage characteristics and high equivalent series resistance, and achieve excellent long-term reliability, low equivalent series resistance, and durability Excellent effect on voltage characteristics

Active Publication Date: 2021-11-26
DONGJIN SEMICHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, although it is expected that some degree of withstand voltage characteristics can be improved by homopolymerization of such alkyl-substituted 3,4-ethylenedioxythiophene, there is a problem that it is difficult to prepare an electrolyte with high withstand voltage characteristics. , an electrolyte with high withstand voltage characteristics can be prepared by introducing a long alkyl group, but in this case, there is a problem that the equivalent series resistance (ESR) also becomes too high

Method used

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  • Electrolyte containing 3,4-ethylenedioxythiophene, electrolytic capacitor containing same, and electronic material raw material
  • Electrolyte containing 3,4-ethylenedioxythiophene, electrolytic capacitor containing same, and electronic material raw material
  • Electrolyte containing 3,4-ethylenedioxythiophene, electrolytic capacitor containing same, and electronic material raw material

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0057] Preparation Example 1: Preparation of the monomer of chemical formula 4

[0058] As shown in the following reaction formula 5, mix 3,4-dimethoxythiophene (3,4-dimethoxythiphene) 1 (30.00g, 208.06mmol), ethylene glycol (ethyleneglycol) 2 (25.83g, 416.12mmol), Toluenesulfonic acid (p-toluenesulfonic acid) (3.96 g, 20.81 mmol) and 300 mL of toluene were stirred and reacted at 100° C. for 12 hours. Add ethyl acetate to dissolve the reaction solution completely, and use sodium sulfate (Na 2 SO 4 ) to dry the organic layer and concentrate the remaining organic layer. Through silicon dioxide (SiO 2 ) column chromatography and utilize hexane:ethyl acetate=10:1 (volume ratio) mixed solution to develop the concentrated organic layer and carry out column purification, thus obtained as 3,4-ethylenedioxythiophene (3, 4-Ethylenedioxythiophene, EDOT) compound 3 (20.70 g, 70% yield).

[0059] 1 H-NMR (CDCl 3 , Varian 400MHz): δ4.18(4H, s), 6.31(2H, s)

[0060] Reaction 5

[00...

preparation example 2

[0062] Preparation Example 2: Preparation of the monomer of chemical formula 4

[0063] As shown in the following reaction formula 6, mix 3,4-dimethoxythiophene 1 (30.00g, 208.06mmol), 1,2-pentanediol (1,2-pentanediol) 4 (43.34g, 416.12mmol), p-toluenesulfonic acid (3.96 g, 20.81 mmol) and 300 mL of toluene were stirred at 110° C. for 9 hours to react. The reaction solution was completely dissolved by adding ethyl acetate, extracted with water, and the organic layer was dried with sodium sulfate, and the remaining organic layer was concentrated. 2-Propyl-2,3-di Hydrothieno[3,4-b][1,4]di Compound 5 (25.00 g, 70% yield) of Ying (2-Propyl-2,3-dihydrothieno[3,4-b][1,4]dioxine, propyl-EDOT).

[0064] 1 H-NMR (CDCl 3 , Varian 400MHz): δ0.88(3H, t, J=12Hz), 1.31-1.70(4H, m), 3.86(1H, dd, J=8.0, 3.2Hz), 4.10-4.16(2H, m), 6.30 (2H, s).

[0065] Reaction 6

[0066]

preparation example 3

[0067] Preparation Example 3: Preparation of monomers of chemical formula 4

[0068] As shown in the following reaction formula 7, mix 3,4-dimethoxythiophene 1 (50.00g, 346.76mmol), 1,2-decanediol (1,2-decanediol) 6 (120.87g, 693.52mmol), p-toluenesulfonic acid (6.60 g, 34.68 mmol) and 500 mL of toluene were stirred at 110° C. for 9 hours and reacted. Add ethyl acetate to dissolve the reaction solution completely, and use sodium sulfate (Na 2 SO 4 ) to dry the organic layer and concentrate the remaining organic layer. 2-octyl-2,3-di Hydrothieno[3,4-b][1,4]di Compound 7 (57.33 g, 65% yield) of Ying (2-Octyl-2,3-dihydrothieno[3,4-b][1,4]dioxine, octyl-EDOT).

[0069] 1 H-NMR (CDCl 3 , Varian 400MHz): δ0.88(3H, t, J=12Hz), 1.27-1.71(14H, m), 3.86(1H, dd, J=8.0, 3.2Hz), 4.07-4.15(2H, m), 6.29 (2H, s).

[0070] Reaction 7

[0071]

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Abstract

The invention discloses an electrolyte containing a 3,4-ethylenedioxythiophene crosslinking agent with high withstand voltage and low equivalent series resistance and a raw material for electronic materials containing the same. The electrolyte contains one or more 3,4-ethylenedioxythiophene derivatives represented by Chemical Formula 1 in the specification. In the chemical formula 1, l and n are each independently an integer of 0 to 3, and A does not exist or is an alkyl group or an alkyl group having a carbon number of 1 to 20 containing 0 to 5 oxygen atoms (O). An alkyl group, an arylene group having a carbon number of 6 to 20, a cyclic or chain alkylene group having a carbon number of 4 to 15, B is an alkyl group having a carbon number of 1 to 20, etc., but , l+n is an integer below 3.

Description

technical field [0001] The present invention relates to an electrolyte containing 3,4-ethylenedioxythiophene, an electrolytic capacitor containing the same, and an electronic material raw material. Dioxythiophene-based electrolytes, electrolytic capacitors containing them, and (conductive) raw materials for electronic materials. Background technique [0002] Recently, as the performance of electronic devices has been improved and the size has been reduced, the frequency of using electronic devices not only at fixed locations such as mobile devices but also while moving has been increasing. For example, in harsh environments such as electric vehicles with many electronic devices, it is particularly important to ensure long-term reliability of the electronic devices in order to achieve smooth driving. [0003] In the electrolytic capacitor used for electronic equipment as described above, aluminum, tantalum, etc. are used as the positive electrode side counter electrode, a di...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): H01G9/028C08L65/00C08G61/12C08K5/46C07D495/04
CPCC07D495/04C08G61/12C08K5/46C08L65/00H01G9/028C08G61/126C08G2261/3247
Inventor 姜秉男李东炫申圭淳金东敏
Owner DONGJIN SEMICHEM CO LTD