Azobenzene group-containing photoregulation phase change material as well as preparation and use methods of azobenzene group-containing photoregulation phase change material
A technology of azophenyl group and azophenyl group, which is applied in the field of light-controlled phase change materials to achieve the effect of overcoming uncontrollability, wide application prospects and better compatibility
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Embodiment 1
[0039] Preparation of 4-tridecyloxyazobenzene
[0040] Step 1, 4-hydroxyazobenzene (194.6mg, 0.001mol), 1-bromotridecane (474mg, 0.0018mol), anhydrous K 2 CO 3 (1380mg, 0.01mol), KI (133mg, 0.0008mol), and acetone (25ml) were mixed, placed in a three-necked flask, and refluxed at 67°C for 28h;
[0041] Step 2. After the reflux is completed, the mixture is poured into 120 ml of cold aqueous solution to remove inorganic salts, and filtered to obtain an orange-yellow solid, and the precipitate is dried to obtain a crude product;
[0042] Step 3. Purification of the crude product: recrystallize the crude product with ice petroleum ether, filter the precipitate, place in a vacuum oven at 63° C., and dry for 24 hours to obtain a pale yellow product.
Embodiment 2
[0044] Preparation of 4-tridecyloxyazobenzene
[0045] 1. Combine 4-hydroxyazobenzene (240.2mg, 1.2mmol), 1-bromotridecane (632.1mg, 2.4mmol), anhydrous K 2 CO 3 (1.656g, 12mmol), KI (180mg, 1.08mmol), and acetone (35ml) were mixed, placed in a three-necked flask, and refluxed at 65°C for 24h;
[0046] Step 2. After the reflux is completed, the mixture is poured into 200 ml of cold aqueous solution to remove inorganic salts, and filtered to obtain an orange-yellow solid, and the precipitate is dried to obtain a crude product;
[0047] Step 3. Purification of the crude product: recrystallize the crude product with ice petroleum ether, filter the precipitate, place in a vacuum oven at 60° C., and dry for 26 hours to obtain a light yellow product.
Embodiment 3
[0049] Preparation of 4-tridecyloxyazobenzene
[0050] Step 1, 4-hydroxyazobenzene (208.5mg, 1.05mmol), 1-bromotridecane (394.5mg, 1.5mmol), anhydrous K 2 CO 3 (1449mg, 1.05mmol), KI (150mg, 0.9mmol), and acetone (30ml) were mixed, placed in a three-necked flask, and refluxed at 72°C for 20h;
[0051] Step 2. After the reflux is completed, the mixture is poured into 150 ml of cold aqueous solution to remove inorganic salts, and filtered to obtain an orange-yellow solid, and the precipitate is dried to obtain a crude product;
[0052] Step 3, crude product purification: recrystallize the crude product with ice n-hexane, filter the precipitate, place in a vacuum oven at 58° C., and dry for 24 hours to obtain a light yellow product.
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