Siliceous N-substituted alkyloxy hindered amine compound and its preparation method

A technology of alkoxy hindered amines and compounds, which is applied in the field of silicon-containing N-substituted alkoxy hindered amine compounds and their synthesis, can solve the problems of complex synthesis process, etc., and achieve simple operation, easy volatile extraction, energy saving and environmental protection , easy separation effect

Active Publication Date: 2015-04-15
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In 1998, the company launched the N-substituted alkoxy hindered amine flame retardant Flamestab NOR 116 for the first time (see patents WO 2005005388, WO 2008003605), but it requires conditions such as high temperature and high pressure and the synthesis process is complicated

Method used

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  • Siliceous N-substituted alkyloxy hindered amine compound and its preparation method
  • Siliceous N-substituted alkyloxy hindered amine compound and its preparation method
  • Siliceous N-substituted alkyloxy hindered amine compound and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] 7.376g (0.04mol) cyanuric chloride dissolved in 80ml acetone is added in the 500ml reaction kettle that thermometer, magneton (magnetic force stirrer) are housed, and low-temperature constant temperature bath controls temperature and fully stirs, and reactant is evenly dispersed and The temperature of the reaction system was kept at -10°C. With 7.572g (0.01mol) the first compound (wherein, R 2 for alkyl-C 2 h 5 , R 3 for alkyl-C 2 h 4 -, R 4 is alkyl-CH 3 , R 5 Cycloalkyl-C 3 h 5 ) and 8.70ml of acid-binding agent N, N-diisopropylethane (0.05mol) were dissolved in 30ml of acetone, and were added dropwise in the reactor with a microsampler to control the rate of addition, and the reaction temperature was controlled at - At 10°C, a substitution reaction of the chlorine atom on the triazine ring on the cyanuric chloride is carried out. After the dropwise addition, the reaction was continued at -10° C. for 5 h at a low temperature, and the pH of the reaction solu...

Embodiment 2

[0056] Add 3.688g (0.02mol) of cyanuric chloride dissolved in 80ml of methyl ethyl ketone into a 500ml reaction kettle equipped with a thermometer and a magnet (magnetic stirrer), and control the temperature in a low-temperature thermostat and fully stir to make the reactants evenly dispersed And keep the temperature of the reaction system at 10°C. With 7.572g (0.01mol) the first compound (wherein, R 2 for alkyl-C 2 h 5 , R 3 for alkyl-C 2 h 4 -, R 4 is alkyl-CH 3 , R 5 Cycloalkyl-C 3 h 5 ) and 15ml of acid-binding agent NaOH aqueous solution (2.0mol / L) were dissolved in 30ml of methyl ethyl ketone, and were added dropwise to the reaction kettle at the same time with a micro-injector to control the rate of addition, and the reaction temperature was controlled at 10°C. A substitution reaction of the chlorine atom on the triazine ring on the polycyanogen chloride. After the dropwise addition, the reaction was continued at a low temperature of 10° C. for 2 h, and the p...

Embodiment 3

[0068] 1.844g (0.01mol) cyanuric chloride dissolved in 80ml acetone is added in the 500ml reaction kettle that thermometer, magneton (magnetic force stirrer) are housed, and the low-temperature constant temperature bath controls temperature and fully stirs, and reactant is evenly dispersed and The temperature of the reaction system was kept at 5°C. With 7.572g (0.01mol) the first compound (wherein, R 2 for alkyl-C 2 h 5 , R 3 for alkyl-C 2 h 4 -, R 4 is alkyl-CH 3 , R 5 Cycloalkyl-C 3 h 5 ) and 0.870ml acid-binding agent N, N-diisopropylethane (0.005mol) are dissolved in 30ml acetone, drop by drop in reactor with micro-sampler, control drop rate, reaction temperature is controlled at 5 At ℃, a substitution reaction of the chlorine atom on the triazine ring on the cyanuric chloride is carried out. After the dropwise addition, the reaction was continued at 5° C. for 3 h at a low temperature, and the pH of the reaction solution was 6.5 at this time. Finally, pour the ...

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Abstract

The invention discloses a siliceous N-substituted alkyloxy hindered amine compound and its preparation method, wherein the constitutional unit of the compound is as shown in the formula I. In the formula I, X is the element O or group R, wherein the structural formula of the group R is as shown in the formula II. In the formula II, the general formula of R1 is -HN(CH2CH2NH)n(CH2)3-, wherein n is 0-2; R2 is an alkyl group, the general formula of which is -CmH2m+1, wherein m is1-8; R3 is an alkyl group, the general formula of which is -CkH2k-, wherein k is 1-6; R4 and R5 respectively represent an alkyl group, of which the general formula is -CiH2i+1 or a cycloalkyl group, of which the general formula is -CtH2t, wherein i is 1-8 and t is 1-8. The compound simultaneously has flame-retardation synergy, light stability and compatibilization, can be used to raise flame retardation of a flame-retardation polymer and simultaneously further improve its light stability, mechanical property and the like.

Description

technical field [0001] The invention relates to a hindered amine flame retardant synergist and a synthesis method thereof, in particular to a silicon-containing N-substituted alkoxy hindered amine compound and a synthesis method thereof. Background technique [0002] In recent years, hindered amines, which have long been used as light stabilizers, have found that N-substituted alkoxy hindered amines have excellent flame retardant properties in the process of performance improvement. N-substituted alkoxy hindered amine, as one of the improved varieties of hindered amine, has the characteristics of low reactivity, and its general chemical structure is: [0003] [0004] Wherein, A is an auxiliary group connecting piperidinyl, and B is a substituted alkyl group. [0005] The flame retardant effect of N-substituted alkoxy hindered amines in polyolefins is mainly due to the high-efficiency recyclable free radical scavenger produced by combustion decomposition to interfere and...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/02C07D401/12C08K5/54
Inventor 姚臻曹堃吴水良周亚单
Owner ZHEJIANG UNIV
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