- ANTI-BLUE LIGHT COMPOUND, PREPARATION METHOD AND APPLICATION THEREOF
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Disclosed is a blue light absorbing compound, its preparation method and use. The compound has high stability and is suitable for high temperature processing conditions as well as outdoor application. A method of covalently bonding a blue light absorbing compound with an ultraviolet light absorbing compound for increasing its stability is also provided. The compound is capable of absorbing or blocking ultraviolet light (UVA, UVB) and blue light to protect eyes. But long-wavelength blue light can be absorbed diminishingly, so that the transmitted light has a particularly good visual experience.
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Paragraph 0105; 0107
(2021/07/30)
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- Reduction method of substituted phenol coupling compound
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The invention relates to a reduction method of a substituted phenol coupling compound, which is characterized in that substituted phenol and nitro diazonium salt are coupled to generate a 2-(2'-hydroxy-5'-tert-octyl) nitro diazonium benzene compound, and the 2-(2'-hydroxy-5'-tert-octyl) nitro diazonium benzene compound is subjected to a reduction reaction with thiourea dioxide in alkali liquor andorganic solvent media. The new reduction method is convenient in process, and the yield is 96.5%.
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Paragraph 0018-0021
(2020/12/30)
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- Novel polycyclic compound
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The invention provides a novel polycyclic compound as well as a synthesis method and application thereof. The compound of the present invention includes a plurality of carbocyclic and/or heterocyclicstructures having visible or fluorescent light emitting groups and covalently bonded to at least one ultraviolet and/or visible (blue) light absorbing group to provide stability. The compound providedby the invention can be used as a light conversion agent, a dye, a pigment, a fluorescent agent and an ultraviolet light or blue light absorbent, and can be applied to optical films, agricultural films, optical discs (disks), optical lenses, goggles, skin care, cosmetics, illumination, coatings, adhesives, light stabilizers, panels and other products.
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Paragraph 0165; 0169-0170
(2020/07/06)
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- Preparation method of benzotriazol ultraviolet absorbent
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The invention discloses a preparation method of a benzotriazol ultraviolet absorbent, and belongs to the technical field of organic synthesis. The benzotriazol ultraviolet absorbent is high in selectivity, yield, and atom utilization rate, is capable of reducing environment pollution, and is capable of realizing catalyst circulation utilization. The preparation method comprises following steps: 1,a diazonium salt solution is prepared; 2, p-t-Octylphenol and the diazonium salt solution are subjected to coupling reaction to obtain an azo intermediate (I); 3, the azo intermediate (I) prepared instep 2, 5% Pd/C, and a mixed solvent are subjected to hydrogenation reduction at reaction temperature of 45 to 65 DEG C under hydrogen gas pressure of 0.3 to 1.25MPa for 4 to 10h so as to obtain a nitrogen oxide (II), and UV-329 (III); and 4, column chromatography separation purification is carried out so as to obtain UV-329 (III).
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Paragraph 0044-0083
(2019/11/13)
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- Preparation method of ultraviolet absorbent UV - 329 (by machine translation)
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The invention provides a preparation method, UV - 329, of an ultraviolet absorber. The method comprises the following steps: performing ammonification, diazotization, coupling, one-step reduction, two-step reduction reaction and post-treatment to prepare 2 - (2 '- hydroxyl -5' - t-octylphenyl) benzotriazole product by o-nitrochlorobenzene. To the method, by ammonia water with a concentration 10%~25%, o-nitrochlorobenzene is subjected to diazotization reaction with nitrite to generate a diazonium salt, the diazotization reaction does not need to be carried out in a strong acid medium, and byproduct ammonia water of the product in the company is comprehensively utilized. The reduction closed-loop process of the intermediate azo product adopts 2-step reduction method, the strong reducing agent is prevented from directly reducing the azo double bond to the amine, impurity generation, product purity, and yield. (by machine translation)
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- Method to prepare benzotriazole ultraviolet-absorbing agent via catalytic hydrogen process
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The invention relates to a method to prepare a benzotriazole ultraviolet-absorbing agent via a catalytic hydrogen transfer process. The method includes: before hydrogen transfer reaction, refining thereaction material an azobenzene compound, fully removing impurities that disturb the hydrogen transfer reaction to obtain purity of 99% and above, and performing hydrogen transfer reaction. The refining of the material ensures smoothness for the subsequent hydrogen transfer reaction, and the benzotriazole ultraviolet-absorbing agent of high yield and high purity can be obtained; in addition, themethod has significantly reduced usage of quinone catalysts, is green and low in cost and is suitable for industrial production routes.
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Paragraph 0077; 0080; 0081
(2018/07/15)
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- Preparation method of ultraviolet absorbent UV-329
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The invention discloses a preparation method of an ultraviolet absorbent UV-329. The preparation method comprises the following steps that an azo intermediate shown as the formula (I) is reduced into an oxynitride shown as the formula (II) by a reducing agent; then, the oxynitride is reduced into a product shown as the formula (III) by a reducing agent; the reducing agent is formed by sintering metal powder and an adsorbent, wherein the formula (I), the formula (II) and the formula (III) are shown as the accompanying drawing. The preparation method has the beneficial effects that the method provided by the invention has the advantages that the consumption of the metal powder is low; the environment pollution is little; the operation is convenient and simple; the product yield is high.
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Paragraph 0023
(2017/01/02)
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- METHOD FOR PREPARING 2-(2-HYRDROXYPHENYL)-2H-BENZOTRIAZOLE
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This invention provides a method for preparing 2-(2-hydroxyphenyl)-2H-benzotriazole of formula (I) below, consisting of steps of a) performing a first reduction in which hydrazine hydrate is added to a compound of formula (II) below with or without a phase transition catalyst in the presence of solvents which include a nonpolar solvent, water, and an alkaline compound, thereby preparing a compound of formula (III) below, and b) performing a second reduction in which water is added to the compound of formula (III) prepared in step a), and then zinc powder and sulfuric acid are added thereto with or without the phase transition catalyst, wherein, X is halogen or hydrogen, R is hydrogen, C1-C12 alkyl, C5-C8 cycloalkyl, phenyl, or phenyl-C1-C4 alkyl; and R' is C1-C12 alkyl, C5-C8 cycloalkyl, phenyl, or phenyl-C1-C4 alkyl
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- 4-Formyl amino-n-methylpiperidine derivatives, the use thereof as stabilisers and organic material stabilised therewith
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The present invention relates to 4-formylamino-N-methylpiperidine derivatives of the formula (I) where the variables are as defined in the Description, to a process for preparing these piperidine derivatives, to the use of these piperidine derivatives of the invention, or prepared according to the invention, for stabilizing organic material, in particular for stabilizing plastics or coating materials, and also to the use of these piperidine derivatives of the invention, or prepared according to the invention, as light stabilizers or stabilizers for wood surfaces. The present invention further relates to stabilized organic material which comprises these piperidine derivatives of the invention or prepared according to the invention.
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- Processes for the preparation of benzotriazole UV absorbers
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Provided is a process for preparing 2H-benzotriazole UV absorbers containing a perfluoroalkyl moiety at the 5-position of the benzo ring, for example a trifluoromethyl group, which involves diazotizing the perfluoroalkyl substituted o-nitroaniline using concentrated sulfuric acid plus sodium nitrite or nitrosylsulfuric acid to form the corresponding monoazobenzene intermediate via the diazonium salt intermediate which is reduced to the corresponding 5-perfluoroalkyl substituted 2H-benzotriazole UV absorber compound by conventional reduction means. Also provided is a novel one-pot, multiphase reaction for the preparation of 2(2-nitrophenylazo) substituted phenols, which are precursors for 2H-benzotriazole UV absorbers.
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- 2-(2′-hydroxyphenyl) benzotriazoles containing a 2,4-imidazolidinedione group and process for their preparation
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2-(2′-hydroxyphenyl)benzotriazoles having general formula (I). The above 2-(2′-hydroyzphenyl)benzotriazoles having general formula (I) are useful as heat, oxygen and light stabilizers for organic polymers. In particular they are useful as UV stabilizers for organic polymers.
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- Phosphites and their production and use
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Phosphites represented by the general formula (I): STR1 wherein R1, R2, R4 and R5 independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, an alkylcycloalkyl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms or a phenyl group; R3 and R6 independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms; X1 is a dihydric alcohol residue, wherein HO--X1 --OH defines the corresponding dihydric alcohol from which residue X1, is obtained; and X2 is a direct bond or an alkylene group having 1 to 8 carbon atoms; and the phosphites are useful as stabilizers for organic materials.
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- Method of preparing 2-phenyl benzotriazoles
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A method of preparing 2-phenylbenzotriazoles expressed by Formula I: STR1 (wherein R1 denotes a hydrogen or chlorine atom, a lower alkyl group having 1 to 4 carbon atoms, a lower alkoxyl group having 1 to 4 carbon atoms, a carboxyl group or a sulfonic acid group; R2 denotes a hydrogen or chlorine atom, a lower alkyl group having 1 to 4 carbon atoms or a lower alkoxyl group having 1 to 4 carbon atoms; R3 denotes a hydrogen or chlorine atom, an alkyl group having 1 to 12 carbon atoms, a lower alkoxyl group having 1 to 4 carbon atoms, a phenyl group, a phenyl group substituted by an alkyl group having 1 to 8 carbon atoms, a phenoxy group or a phenylalkyl group with an alkyl part having 1 to 4 carbon atoms; R4 denotes a hydrogen or chlorine atom, a hydroxyl group or an alkoxyl group having 1 to 4 carbon atoms; and R5 denotes a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenylalkyl group with an alkyl part having 1 to 4 carbon atoms) comprises reduction with hydrogen of o-nitroazobenzene derivatives expressed by Formula II: STR2 (wherein R1, R2, R3, R4 and R5 each denote the same as in Formula I), the reduction being effected in a solvent containing water.
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- Method of preparing 2-phenyl benezothriazoles
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A method of preparing 2-phenylbenzotriazoles expressed by Formula I: STR1 (wherein R1 denotes a hydrogen or chlorine atom, a lower alkyl group having 1 to 4 carbon atoms, a lower alkoxyl group having 1 to 4 carbon atoms, a carboxyl group or a sulfonic acid group; R2 denotes a hydrogen or chlorine atom, a lower alkyl group having 1 to 4 carbon atoms or a lower alkoxyl group having 1 to 4 carbon atoms; R3 denotes a hydrogen or chlorine atom, an alkyl group having 1 to 12 carbon atoms, a lower alkoxy group having 1 to 4 carbon atoms, a phenyl group, a phenyl group substituted by an alkyl group having 1 to 8 carbon atoms, a phenoxy group or a phenylalkyl group with an alkyl part having 1 to 4 carbon atoms; R4 denotes a hydrogen or chlorine atom, a hydroxyl group or an alkoxyl group having 1 to 4 carbon atoms; and R5 denotes a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenylalkyl group with an alkyl part having 1 to 4 carbon atoms) comprises reducing with hydrogen 2-phenylbenzotriazole-N-oxides expressed by Formula II: STR2 (wherein R1, R2, R3, R4 and R5 each denotes the same as in Formula I).
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- Method for preparing 2-phenylbenzotriazoles
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This invention relates to a method for preparing a 2-phenylbenzotriazole of formula I, STR1 (wherein R1 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, a lower alkoxy group having a carbon number of 1 to 4, carboxyl group, or sulfonic acid group; R2 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, or a lower alkoxy group having a carbon number of 1 to 4; R3 represents hydrogen or chlorine atom, an alkyl group having a carbon number of 1 to 12, a lower alkoxyl group having a carbon number of 1 to 4, phenyl group, a phenyl group substituted with an alkyl group having a carbon number of 1 to 8, phenoxy group, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4; R4 represents hydrogen or chlorine atom, hydroxyl group, or a lower alkoxy group having a carbon number of 1 to 4; and R5 represents hydrogen atom, an alkyl group having a carbon number of 1 to 12, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4), which comprises reducing an o-nitroazobenzene of formula III, STR2 (wherein R1, R2, R3, R4 and R5 are as defined above) with at least one selected from the group consisting of primary and secondary alcohol reducing agents in the presence of an aromatic ketone catalyst and base. This invention further relates to a method for preparing a 2-phenylbenzotriazole of formula I as defined above, which comprises reducing 1 mole 2-phenylbenzotriazole-N-oxide of formula II, STR3 (wherein R1, R2, R3, R4 and R5 are as defined above) with 0.4 to 0.7 mole primary alcohol and/or 0.8 to 1.4 mole secondary alcohol in the presence of an aromatic ketone catalyst and base. This invention still further relates to a method for preparing a 2-phenylbenzotriazole-N-oxide of formula II as defined above, which comprises reducing 1 mole o-nitroazobenzene of formula III as defined above with 0.4 to 0.7 mole primary alcohol and/or 0.8 to 1.4 mole secondary alcohol in the presence of an aromatic ketone catalyst and base.
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- Method for preparing 2-phenylbenzotriazoles and 2-phenylbenzotriazole-N-oxides
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This invention relates to a method for preparing 2-phenylbenzotriazoles having the formula I, STR1
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- Method for preparing 2-phenylbenzotriazoles and 2-phenylbenzotriazole-N-oxides
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A method for preparing a 2-phenylbenzotriazole of formula I wherein R1 is H, Cl, C1-4alkyl, C1-4alkoxy, COOH or SO3H; R2 is H, Cl, C1-4alkyl or C1-4alkoxy; R3 is H, Cl, C1-12alkyl, C1-4alkoxy, phenyl, (C1-8alkyl)phenyl, phenoxy or phenyl(C1-4alkyl); R4 is H, Cl, OH or C1-4alkoxy; and R5 is H, C1-12alkyl or phenyl(C1-4alkyl), comprises reducing a nitroazobenzene of formula III = wherein R1, R2, R3, R4 and R5 are as defined above, with a saccharide in the presence of a hydrogen transfer catalyst and base. This method can be conducted in one or two steps. The individual steps, the first from the nitroazobenzene to a 2-phenylbenzotriazole-N-oxide of formula II and the second (II→I) are independent aspects of the invention.
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- Method for preparing 2-phenylbenzotriazoles and 2-phenylbenzotriazole-N-oxides
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This invention relates to a method for preparing a 2-phenylbenzotriazole of formula I, STR1 (wherein R1 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, a lower alkoxyl group having a carbon number of 1 to 4, carboxyl group, or sulfonic acid group; R2 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, or a lower alkoxyl group having a carbon number of 1 to 4; R3 represents hydrogen or chlorine atom, an alkyl group having a carbon number of 1 to 12, a lower alkoxyl group having a carbon number of 1 to 4, phenyl group, a phenyl group substituted with an alkyl group having a carbon number of 1 to 8, phenoxy group, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4; R4 represents hydrogen or chlorine atom, hydroxyl group, or a lower alkoxyl group having a carbon number of 1 to 4; and R5 represents hydrogen atom, an alkyl group having a carbon number of 1 to 12, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4), which comprises reducing an o-nitroazobenzene of formula III, STR2 (wherein R1, R2, R3, R4 and R5 are as defined above) with an aldehyde reducing agent in the presence of an aromatic ketone catalyst and base. This invention further relates to a method for preparing a 2-phenylbenzotriazole of formula I as derfined above, which comprises reducing 1 mole 2-phenylbenzotriazole-N-oxide of formula II, STR3 (wherein R1, R2, R3, R4 and R5 are as defined above) with 1 to 4 mole aldehyde in the presence of an aromatic ketone catalyst and base. This invention still further relates to a method for preparing a 2-phenylbenzotriazole-N-oxide of formula II as defined above, which comprises reducing 1 mole o-nitroazobenzene of formula III as defined above with 1 to 2 mole aldehyde in the presence of an aromatic ketone catalyst and base.
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- Method for preparing 2-phenylbenzotriazoles and 2-phenylbenzotriazole-N-oxides
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A method for preparing a 2-phenylbenzotriazole of formula I wherein R1 is H, Cl, C1-4alkyl, C1-4alkoxy, COOH or SO3H; R2 is H, Cl, C1-4alkyl or C1-4alkoxy; R3 is H, Cl, C1-12alkyl, C1-4alkoxy, phenyl, (C1-8alkyl)phenyl, phenoxy or phenyl(C1-4alkyl); R4 is H, Cl, OH or C1-4alkoxy; and R5 is H, C1-12alkyl or phenyl(C1-4alkyl), comprises reducing a nitroazobenzene of formula III wherein R1, R2, R3, R4 and R5 are as defined above, with an aldehyde, in the presence of an aromatic ketone and base. This method can be conducted in one or two steps. The individual steps, the first from the nitroazobenzene to a 2-phenylbenzotriazole-N-oxide of formula II and the second (II→I) are independent aspects of the invention.
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- Preparation of 2-(2H-Benzotriazol-2-yl)phenols by the Reduction of 2-phenols with Thiourea S,S-Dioxide
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The reduction of 2-phenols 1 with thiourea S,S-dioxide and sodium hydroxide in a mixture of isopropyl alcohol and water at reflux provides 2-(2H-benzotriazol-2-yl)phenols 3 in excellent yields.
- Tanimoto, Shigeo,Kamano, Takayoshi
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p. 647 - 649
(2007/10/02)
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- Process for the production of 2-aryl-2H-benzotriazoles
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An improved process for the production of 2-aryl-2H-benzotriazoles by the reduction of o-nitroazobenzene intermediates with zinc in alkaline medium comprises employing a ratio of moles of alkali to moles of o-nitroazobenzene intermediate in the range of 0.2-1.7/1 in the presence of less than 150 ppm of iron based on zinc used. The improved process results in higher yields of high purity products with a concomitant reduction in the amount of undesired cleavage amine by-products and a reduction in effluent pollution problems. The process is carried out in a polar/non-polar solvent mixture.
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