Method for preventing thiophene conducting polymeric monomer from discoloration

Abstract

The invention discloses a method for preventing thiophene conducting polymeric monomer from discoloration after long-term placement, specifically comprising the step of adding an anti-discoloring agent into the thiophene conducting polymeric monomer as an anti-discoloration stabilizing agent, wherein the added anti-discoloring agent can prevent the thiophene conducting polymeric monomer from discoloration due to polymerization and oxidation in the processes of storage and transportation, and can enhance product stability without affecting product application performance. The method for preventing the thiophene conducting polymeric monomer from the discoloration disclosed by the invention has the advantages of less additive amount of the anti-discoloring agent, simple adding method and low cost, and is very applicable to industrialized production.

Description

technical field

[0001] The invention relates to the field of organic chemistry, in particular to a method for preventing discoloration of thiophene conductive polymerization monomers by adding an anti-discoloration agent. Background technique

[0002] Five-membered heterocyclic compounds such as thiophene, furan, and pyrrole have 6 π electrons in the ring, which conform to Huckel's rule and are aromatic. The electron cloud density of thiophene is higher than that of the other two, so thiophene has unique optical properties and electron transport capabilities; thiophene is more active, photosensitivity, and carbon frame rearrangement occurs when illuminated. With the rapid development of optoelectronic materials research, thiophene compounds are increasingly used in the field of optoelectronic materials due to their good optoelectronic properties.

[0003] However, due to its structural properties, thiophene conductive polymerizable monomers will undergo polymerization and o...

Examples

Embodiment 1

[0032] Take commercially available 3,4-ethylenedioxythiophene with a content ≥ 98.5, the color of the product is No. 10 (platinum-cobalt method), weigh 1000g, and add 0.05g~0.1g of anti-discoloration agent at 30°C In a 1000ml wide-mouth bottle, place it under 250WE27 infrared lamp and ultraviolet lamp to bake and irradiate simultaneously. After baking and irradiation, the temperature of the product reaches 70°C, observe the discoloration of 3,4-ethylenedioxythiophene, record the time it takes for the color of the product to change to No. 100, and do a blank test and a positive control test. The positive control is lemon acid. The experimental results are shown in Table 2:

[0033] Table 2

[0034] serial number object Anti-tarnish agent (compounded as mass ratio) Concentration (ppm) The time it takes for the product to change color to No. 100 (days) 1 3,4-Ethylenedioxythiophene / / 1 2 3,4-Ethylenedioxythiophene citric acid 50 3 3 3...

Embodiment 2

[0036] Take commercially available 3,4-dimethoxythiophene with a content ≥ 98.5, the color of the product is No. 10 (platinum-cobalt method), weigh 1000g, and add 0.05g~0.1g of anti-discoloration at 30°C In the 1000ml wide-mouth bottle of agent, be placed under 250WE27 infrared lamp and ultraviolet lamp and simultaneously bake and irradiate. After baking and irradiation, the temperature of the product reaches 70°C, observe the discoloration of 3,4-dimethoxythiophene, record the time it takes for the color of the product to change to No. 100, and do a blank test and a positive control test. The positive control product is citric acid. The experimental results are shown in Table 3:

[0037] table 3

[0038] serial number object Anti-tarnish agent (compounded as mass ratio) Concentration (ppm) The time it takes for the product to change color to No. 100 (days) 1 3,4-Dimethoxythiophene / / 1 2 3,4-Dimethoxythiophene citric acid 50 2 3 3...

technical field

[0001] The invention relates to the field of organic chemistry, in particular to a method for preventing discoloration of thiophene conductive polymerization monomers by adding an anti-discoloration agent. Background technique

[0002] Five-membered heterocyclic compounds such as thiophene, furan, and pyrrole have 6 π electrons in the ring, which conform to Huckel's rule and are aromatic. The electron cloud density of thiophene is higher than that of the other two, so thiophene has unique optical properties and electron transport capabilities; thiophene is more active, photosensitivity, and carbon frame rearrangement occurs when illuminated. With the rapid development of optoelectronic materials research, thiophene compounds are increasingly used in the field of optoelectronic materials due to their good optoelectronic properties.

[0003] However, due to its structural properties, thiophene conductive polymerizable monomers will undergo polymerization and o...

Examples

Embodiment 1

[0032] Take commercially available 3,4-ethylenedioxythiophene with a content ≥ 98.5, the color of the product is No. 10 (platinum-cobalt method), weigh 1000g, and add 0.05g~0.1g of anti-discoloration agent at 30°C In a 1000ml wide-mouth bottle, place it under 250WE27 infrared lamp and ultraviolet lamp to bake and irradiate simultaneously. After baking and irradiation, the temperature of the product reaches 70°C, observe the discoloration of 3,4-ethylenedioxythiophene, record the time it takes for the color of the product to change to No. 100, and do a blank test and a positive control test. The positive control is lemon acid. The experimental results are shown in Table 2:

[0033] Table 2

[0034] serial number object Anti-tarnish agent (compounded as mass ratio) Concentration (ppm) The time it takes for the product to change color to No. 100 (days) 1 3,4-Ethylenedioxythiophene / / 1 2 3,4-Ethylenedioxythiophene citric acid 50 3 3 3...

Embodiment 2

[0036] Take commercially available 3,4-dimethoxythiophene with a content ≥ 98.5, the color of the product is No. 10 (platinum-cobalt method), weigh 1000g, and add 0.05g~0.1g of anti-discoloration at 30°C In the 1000ml wide-mouth bottle of agent, be placed under 250WE27 infrared lamp and ultraviolet lamp and simultaneously bake and irradiate. After baking and irradiation, the temperature of the product reaches 70°C, observe the discoloration of 3,4-dimethoxythiophene, record the time it takes for the color of the product to change to No. 100, and do a blank test and a positive control test. The positive control product is citric acid. The experimental results are shown in Table 3:

[0037] table 3

[0038] serial number object Anti-tarnish agent (compounded as mass ratio) Concentration (ppm) The time it takes for the product to change color to No. 100 (days) 1 3,4-Dimethoxythiophene / / 1 2 3,4-Dimethoxythiophene citric acid 50 2 3 3...

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