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Benzotriazole light stabilizer containing hindered amine group
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A benzotriazole and hindered amine technology, applied in the field of benzotriazole light stabilizers, can solve the problem of unsatisfactory ultraviolet absorption intensity
Active Publication Date: 2009-02-18
DALIAN RES & DESIGN INST OF CHEM IND
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[0007] This type of benzotriazole light stabilizer containing hindered amine groups is based on the benzene ring of alkyl-substituted phenols connected to the piperidinol structure, and its UV absorption strength is still often unsatisfactory
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Embodiment 1
[0066]Add 10.0g (0.03195mol) 2-[2-hydroxy-4-ethoxycarbonylmethoxyphenyl]-2H-benzotriazole, 10.0 g (0.0637mol) 2,2,6,6-tetramethylpiperidinol, 0.2g dibutyltin oxide and 50mL xylene were reacted at 140°C for 6 hours. After the reaction was completed, the temperature was lowered, filtered, dried, and then recrystallized with ethyl acetate to obtain a white solid, namely 2-[2-hydroxyl-4-(2,2,6,6-tetramethylpiperidine-4-oxyl) Carbonylmethoxyphenyl]-2H-benzotriazole (compound II) 8.1g, yield 59.3%, high performance liquid chromatography (HPLC) purity 99.2%, melting point 160.8-161.0°C.
[0070] Add 10.0 g (0.0288 mol) of 5-chloro-2-[2-hydroxy-4-ethoxycarbonylmethoxyphenyl]-2H-benzo Triazole, 10.0 g (0.0637 mol) of 2,2,6,6-tetramethylpiperidinol, 0.2 g of dibutyltin oxide and 50 mL of solvent oil were reacted at 140° C. for 7 hours. After the reaction was completed, the temperature was lowered, filtered, dried, and recrystallized from ethyl acetate to obtain a white solid, namely 5-chloro-2-[2-hydroxyl-4-(2,2,6,6-tetramethylpiperidine-4 -Oxy)carbonylmethoxyphenyl]-2H-benzotriazole (compound III) 7.7g, yield 57.8%, HPLC purity 99.1%, melting point 167.1-167.4°C.
[0074] Add 10.0g (0.03195mol) 2-[2-hydroxy-4-ethoxycarbonylmethoxyphenyl]-2H-benzotriazole, 10.0 g (0.0585 mol) of 1,2,2,6,6-pentamethylpiperidinol, 0.2 g of tetrabutyl titanate and 50 mL of xylene were reacted at 140° C. for 6 hours. After the reaction was completed, the temperature was lowered, filtered, dried, and then recrystallized with ethyl acetate to obtain a white solid, namely 2-[2-hydroxyl-4-(1,2,2,6,6-pentamethylpiperidine-4-oxo yl)carbonylmethoxyphenyl]-2H-benzotriazole (compound IV) 7.8g, yield 55.4%, HPLC purity 99.3%, melting point 114.3-114.8°C.
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Abstract
The present invention relates to a benzotriazole compound with blocked amine groups, as shown in Formula I, wherein, general symbols are defined according to the Claim of Right 1. The present invention also relates to a method of preparing the compound, and an application of the compound in the present invention or the compound prepared in the preparation method as a light stabilizer. The compound can be used for effectively stabilizing thermosetting resin, thermoplastic resin, polyamide or polyesterfiber, organic dye, cellulose paper preparation, paper for photographic film, printing ink, white or coloredwax, and the like, and has the effective activeness for ultraviolet absorption and light stability for blocked amine.
Description
technical field [0001] The invention relates to a benzotriazole light stabilizer containing hindered amine groups, belonging to the field of light stabilizers. Background technique [0002] Benzotriazole UV absorbers and hindered amine free radical scavengers are two types of light stabilizers commonly used in polymers. They can be used alone or in combination. After compounding, the application effect is better due to the synergistic effect . From the perspective of molecular design and atom economy, the design contains both benzotriazole and hindered amine structures in the same molecule, so that the research of compounds with two functions of ultraviolet absorption and free radical capture has more development potential. [0003] The reported structure of benzotriazole light stabilizer containing hindered amine group is to link the piperidinol structure on the benzene ring of alkyl-substituted phenol, and its structural formula is as follows: [0004] [0005] Among ...
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