Method for synthesizing visible-light response type azobenzene polymer
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A synthetic method, azobenzene technology, applied in the field of synthesizing visible light-responsive azobenzene polymers, can solve problems such as limited applications
Inactive Publication Date: 2014-09-17
UNIV OF SCI & TECH BEIJING
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Studies have shown that the azo group is optically active, and it can undergo reversible trans- and cis-isomerization transformations under the condition of light or heating. Traditional azobenzene molecules need to be regulated by ultraviolet light, and ultraviolet light
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Embodiment 1
[0026] Preparation of 2,6,2'6'-tetramethoxyazophenol: Dimethoxyaniline (1.53g, 0.01mol), concentrated hydrochloric acid (36%, 2.54ml) and deionized water (3ml) were mixed, Make it into a paste, and control the temperature at about 0°C. Slowly add NaNO dropwise with stirring 2 (0.015mol, 1.035g) 10mL cold aqueous solution. Stir the reaction until the solution makes the starch KI turn blue, filter to obtain the diazonium salt solution; dimethoxyphenol (1.54g, 0.01mol) is dissolved in NaOH (1g, 0.025mol) aqueous solution (10ml); the aforementioned diazonium salt The solution was added dropwise to the phenol solution, and during the dropwise addition, saturated Na 2 CO 3 The solution was adjusted to maintain a pH of 10. After the dropwise addition, continue to stir for 12 h, neutralize with dilute HCl to pH = 6, and stir for 10 min. Suction filtration, the product was washed with deionized water until the filtrate was neutral, and dried.
[0027] Preparation of 2,6,2'6'-tetr...
Embodiment 2
[0031] Preparation of 2,6,2',6'-tetramethoxyazophenol: Dimethoxyaniline (1.53g, 0.01mol), concentrated hydrochloric acid (36%, 3ml) and deionized water (3.5ml) were mixed , into a paste, and the temperature is controlled at about 0°C. Slowly add NaNO dropwise with stirring 2 (0.023mol, 1.55g) 15mL cold aqueous solution. Stir the reaction until the solution makes starch KI turn blue, filter to obtain a diazonium salt solution; dimethoxyphenol (1.54g, 0.01mol) is dissolved in NaOH (1.5g, 0.038mol) aqueous solution (15ml); the aforementioned diazonium The salt solution was added dropwise to the phenol solution. During the dropwise addition, saturated Na 2 CO 3 The solution was adjusted to maintain a pH of 10. After the dropwise addition, continue to stir for 12 h, neutralize with dilute HCl to pH = 6, and stir for 10 min. Suction filtration, the product was washed with deionized water until the filtrate was neutral, and dried.
[0032] Preparation of 2,6,2',6'-tetramethoxy-...
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Abstract
The invention relates to a method for synthesizing a visible-light response type azobenzene polymer. The method comprises the following steps: preparing tetramethoxy dihydroxyazobenzene from 2,6-dimethoxyaniline and 3,5-dimethoxy phenol through diazo-reaction, reacting tetramethoxy dihydroxyazobenzene as a raw material with 6-bromohexane alcohol to prepare tetramethoxy-4-ethanol oxyl azobenzene, grafting azobenzene onto a polypropylene acyl chloride framework through alcoholysis reaction of acyl chloride groups, and converting unreacted acyl chloride groups into carboxyl through hydrolysis, thereby finally obtaining the visible-light response type azobenzene polymer, namely, a 2-(2,6,2',6'-tetramethoxy-4-hexyloxy azobenzene phenoxy) crylic acid ethyl ester acrylic copolymer. The method has the advantages that the method is simple and feasible, the synthesized polymer has visible-light response type azobenzene groups, trans/cis-form conversion is achieved under the radiation of green light (520nm), reverse conversion can be achieved under radiation of blue light (420nm), and compared with conventional azobenzene molecules, the azobenzene polymer has the most remarkable advantage that bidirectional conversion of isomer can be achieved without ultraviolet light.
Description
technical field [0001] The invention belongs to the field of organic polymer chemistry and provides a method for synthesizing visible light responsive azobenzene polymers. Background technique [0002] Azobenzene compounds, as a substance with good photosensitive properties, play an important role in the research of photoresponsive polymer materials. In recent years, domestic and foreign scientific research groups have mostly studied the preparation of photoresponsive azobenzene polymers by keying azobenzene chromophores into polymers. This type of polymer has great potential in optical information storage and biological applications. The great potential application value has aroused people's interest. [0003] The cis-trans isomerization reaction of azophenyl groups is the most concerned property of aromatic azo compounds, that is, the mutual conversion between cis and trans configurations. Studies have shown that the azo group is optically active, and it can undergo reve...
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