A kind of preparation method of alkyloxyazobenzene photosensitive foam control agent

Abstract

The invention discloses a preparation method of an alkyloxy azobenzene photosensitive foam control agent, which belongs to the technical field of textile chemical engineering. 4, 4 '-dihydroxy azobenzene is synthesized by nitrobenzene reduction method from nitrophenol as a raw material, and an azobenzene type photosensitive switch surfactant is obtained by nucleophilic substitution reaction for substitution of hydrogen of hydroxide radical of the 4, 4 '-dihydroxy azobenzene and introduction of an alkyl chain; trans-to-cis reversible isomerization of 4-hydroxy-4 '-alkyloxy azobenzene azobenzene can be completed in the ultraviolet and visible light irradiation, surface alignment compact degree of a foam liquid film can be changed by steric hindrance, foam stabilization and breaking can be controlled reversibly, the alkyloxy azobenzene photosensitive foam control agent can be used as a foam stabilizing agent and a foam breaker to solve the contradiction of different foaming stability needs before and after foam dyeing and finishing, and by recycling of residual foam after the dyeing and finishing, the pollution and waste of chemical reagents can be effectively reduced.

Description

technical field

[0001] The invention belongs to the technical field of textile chemical industry, and in particular relates to a preparation method of a photosensitive foam control agent. Background technique

[0002] The current situation of high water consumption, high energy consumption and high pollution in the traditional printing and dyeing industry needs to be improved urgently. The use of foam dyeing and finishing technology can effectively improve the water consumption, energy consumption and pollution problems in the production process, and it is a production and processing method with potential. However, there are some technical problems in foam dyeing and finishing that limit its application, such as the need for stable foam to improve dyeing uniformity, the waste of residual foam cleaning after dyeing and finishing, and the pollution of emissions. The above problems can be solved by switching surfactants.

[0003] The switch surfactant is to change the molecular...

Examples

Embodiment 1

[0018] (1) Take 14.00wt% p-nitrophenol, 71.00wt% potassium hydroxide and 15.00wt% water in a three-necked flask, heat up to 120°C, keep the temperature for 1h, slowly heat to 200°C, and keep the violent reaction constant until no more Cool to room temperature after the bubbles are generated, dissolve the product in water, then neutralize it with concentrated hydrochloric acid to pH 3, extract with ether, distill off the ether under reduced pressure, and then recrystallize to prepare 4,4'-dihydroxyazobenzene;

[0019] (2) Add 1.20wt% 4,4'-dihydroxyazobenzene, 1.20wt% anhydrous potassium carbonate and 0.83wt% potassium iodide into a three-necked flask, stir and heat up to 80°C, react for 30min, and add 2.00wt% bromine Dodecane was added dropwise to 94.77wt% N,N-dimethylformamide complex solvent, slowly added dropwise into a three-necked flask, reacted at 80°C for 8 hours, cooled to room temperature, and evaporated under reduced pressure to remove N,N-dimethylformamide Methyl for...

Embodiment 2

[0023] (1) Take 18.00wt% p-nitrophenol, 62.00wt% potassium hydroxide and 20.00wt% water in a three-necked flask, heat up to 120°C, keep the temperature for 1h, slowly heat to 200°C, and violently react until no more Cool to room temperature after the bubbles are generated, dissolve the product in water, then neutralize it with concentrated hydrochloric acid to pH 3, extract with ether, distill off the ether under reduced pressure, and then recrystallize to prepare 4,4'-dihydroxyazobenzene;

[0024] (2) Add 1.00wt% 4,4'-dihydroxyazobenzene, 1.00wt% anhydrous potassium carbonate and 0.10wt% potassium iodide into a three-necked flask, stir and heat up to 80°C, react for 30min, and add 1.60wt% bromine Add octane dropwise to 96.30wt% N,N-dimethylformamide complex solvent, slowly add it dropwise into a three-necked flask, react at 80°C for 8h, cool to room temperature, and distill off N,N-dimethylformamide under reduced pressure dichloromethane and water, take the organic layer, dis...

Embodiment 3

[0028] (1) Take 12.00wt% p-nitrophenol, 73.00wt% potassium hydroxide and 15.00wt% water in a three-necked flask, heat up to 120°C, keep the temperature for 1h, slowly heat to 200°C, and keep the violent reaction constant until no more Cool to room temperature after the bubbles are generated, dissolve the product in water, then neutralize it with concentrated hydrochloric acid to pH 3, extract with ether, distill under reduced pressure to remove ether, and then recrystallize to prepare 4,4'-dihydroxyazobenzene;

[0029] (2) Add 1.40wt% 4,4'-dihydroxyazobenzene, 1.40wt% anhydrous potassium carbonate and 1.00wt% potassium iodide into a three-necked flask, stir and heat up to 80°C, react for 30min, and add 2.33wt% bromine Butane was added dropwise to 93.87wt% N,N-dimethylformamide complex solvent, slowly added dropwise into a three-necked flask, reacted at 80°C for 8h, cooled to room temperature, and N,N-dimethylformamide was distilled off under reduced pressure. dichloromethane a...

technical field

[0001] The invention belongs to the technical field of textile chemical industry, and in particular relates to a preparation method of a photosensitive foam control agent. Background technique

[0002] The current situation of high water consumption, high energy consumption and high pollution in the traditional printing and dyeing industry needs to be improved urgently. The use of foam dyeing and finishing technology can effectively improve the water consumption, energy consumption and pollution problems in the production process, and it is a production and processing method with potential. However, there are some technical problems in foam dyeing and finishing that limit its application, such as the need for stable foam to improve dyeing uniformity, the waste of residual foam cleaning after dyeing and finishing, and the pollution of emissions. The above problems can be solved by switching surfactants.

[0003] The switch surfactant is to change the molecular...

Examples

Embodiment 1

[0018] (1) Take 14.00wt% p-nitrophenol, 71.00wt% potassium hydroxide and 15.00wt% water in a three-necked flask, heat up to 120°C, keep the temperature for 1h, slowly heat to 200°C, and keep the violent reaction constant until no more Cool to room temperature after the bubbles are generated, dissolve the product in water, then neutralize it with concentrated hydrochloric acid to pH 3, extract with ether, distill off the ether under reduced pressure, and then recrystallize to prepare 4,4'-dihydroxyazobenzene;

[0019] (2) Add 1.20wt% 4,4'-dihydroxyazobenzene, 1.20wt% anhydrous potassium carbonate and 0.83wt% potassium iodide into a three-necked flask, stir and heat up to 80°C, react for 30min, and add 2.00wt% bromine Dodecane was added dropwise to 94.77wt% N,N-dimethylformamide complex solvent, slowly added dropwise into a three-necked flask, reacted at 80°C for 8 hours, cooled to room temperature, and evaporated under reduced pressure to remove N,N-dimethylformamide Methyl for...

Embodiment 2

[0023] (1) Take 18.00wt% p-nitrophenol, 62.00wt% potassium hydroxide and 20.00wt% water in a three-necked flask, heat up to 120°C, keep the temperature for 1h, slowly heat to 200°C, and violently react until no more Cool to room temperature after the bubbles are generated, dissolve the product in water, then neutralize it with concentrated hydrochloric acid to pH 3, extract with ether, distill off the ether under reduced pressure, and then recrystallize to prepare 4,4'-dihydroxyazobenzene;

[0024] (2) Add 1.00wt% 4,4'-dihydroxyazobenzene, 1.00wt% anhydrous potassium carbonate and 0.10wt% potassium iodide into a three-necked flask, stir and heat up to 80°C, react for 30min, and add 1.60wt% bromine Add octane dropwise to 96.30wt% N,N-dimethylformamide complex solvent, slowly add it dropwise into a three-necked flask, react at 80°C for 8h, cool to room temperature, and distill off N,N-dimethylformamide under reduced pressure dichloromethane and water, take the organic layer, dis...

Embodiment 3

[0028] (1) Take 12.00wt% p-nitrophenol, 73.00wt% potassium hydroxide and 15.00wt% water in a three-necked flask, heat up to 120°C, keep the temperature for 1h, slowly heat to 200°C, and keep the violent reaction constant until no more Cool to room temperature after the bubbles are generated, dissolve the product in water, then neutralize it with concentrated hydrochloric acid to pH 3, extract with ether, distill under reduced pressure to remove ether, and then recrystallize to prepare 4,4'-dihydroxyazobenzene;

[0029] (2) Add 1.40wt% 4,4'-dihydroxyazobenzene, 1.40wt% anhydrous potassium carbonate and 1.00wt% potassium iodide into a three-necked flask, stir and heat up to 80°C, react for 30min, and add 2.33wt% bromine Butane was added dropwise to 93.87wt% N,N-dimethylformamide complex solvent, slowly added dropwise into a three-necked flask, reacted at 80°C for 8h, cooled to room temperature, and N,N-dimethylformamide was distilled off under reduced pressure. dichloromethane a...