A kind of preparation method of isotope-labeled n-(1,3-dimethylbutyl)-n'-phenyl-p-benzoquinone

A dimethylbutyl and isotope labeling technology, applied in the field of environmental analysis, can solve the problems of lack of simple and efficient preparation, and achieve the effects of good economical applicability and high conversion efficiency

Active Publication Date: 2022-05-17
BEI JING NORMAL UNIV HONG KONG BAPTIST UNIV UNITED INT COLLEGE
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Problems solved by technology

[0006] In view of the above-mentioned deficiencies in the prior art, the object of the present invention is to provide a kind of preparation method of isotope-labeled N-(1,3-dimethylbutyl)-N'-phenyl-p-benzoquinone (6ppd-quinone), Designed to address the lack of existing methods for the simple and efficient preparation of isotopically labeled 6ppd-quinone standards

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  • A kind of preparation method of isotope-labeled n-(1,3-dimethylbutyl)-n'-phenyl-p-benzoquinone
  • A kind of preparation method of isotope-labeled n-(1,3-dimethylbutyl)-n'-phenyl-p-benzoquinone
  • A kind of preparation method of isotope-labeled n-(1,3-dimethylbutyl)-n'-phenyl-p-benzoquinone

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[0032] The present invention provides a kind of preparation method of N-(1,3-dimethylbutyl)-N'-phenyl-p-benzoquinone (6ppd-quinone) of isotope labeling, in order to make the purpose of the present invention, technical scheme and effect To be more clear and definite, the present invention will be further described in detail below. It should be understood that the specific embodiments described here are only used to explain the present invention, not to limit the present invention.

[0033] N-(1,3-dimethylbutyl)-N'-phenyl-p-benzoquinone (6ppd-quinone) is a tire antioxidant N-(1,3-dimethylbutyl)-N'-phenyl The oxidation product of p-phenylenediamine (6ppd) catalyzed by ozone and light will enter and stay in various environmental media with the wear and aging of tires. Recent studies have found that 6ppd-quinone in the environment has high biological toxicity, and its existence can cause a large number of migratory and spawning coho salmon to die in many areas such as the west coa...

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Abstract

The invention discloses a preparation method of isotope-labeled N-(1,3-dimethylbutyl)-N'-phenyl-p-benzoquinone. The method comprises the steps of: reacting p-benzoquinone with all deuterated aniline of benzene ring hydrogen protons to obtain deuterated p-benzoquinone-2-aniline; said deuterated p-benzoquinone-2-aniline and 1,3-di Methylbutylamine is reacted to obtain isotope D-labeled N-(1,3-dimethylbutyl)-N'-phenyl-p-benzoquinone. The present invention adopts the continuous oxidative addition reaction of p-benzoquinone and aniline with all deuterated hydrogen protons of benzene ring and 1,3-dimethylbutylamine, and realizes simple, high-efficiency, and can prepare isotope D under relatively mild conditions. Labeled 6ppd‑quinone. The isotope D-labeled 6ppd-quinone prepared by the method can be widely used as a standard in the content detection of environmental samples and in related researches such as cell and animal toxicity experiments.

Description

technical field [0001] The invention relates to the field of environmental analysis, in particular to a preparation method of isotope-labeled N-(1,3-dimethylbutyl)-N'-phenyl-p-benzoquinone (6ppd-quinone). Background technique [0002] 6ppd, or N-(1,3-dimethylbutyl)-N’-phenyl-p-phenylenediamine, with a CAS number of 793-24-8, is a commonly used rubber anti-aging agent in the chemical industry. Due to its good anti-oxidation and anti-ozone properties, the compound is currently widely used in the rubber industry to improve the high temperature fatigue resistance and flex resistance of tires. According to statistics, the tire of each family car contains about 140-700 grams of 6ppd; while the 6ppd content in a heavy-duty truck tire can be as high as 3600-18000 grams. As tires wear and age, 6ppd is released into the environment along with tire debris. Existing studies have shown that there are different concentrations of 6ppd in different environmental media, including soil, lak...

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C221/00C07C225/28
CPCC07C221/00C07C213/00C07B2200/05C07C225/28C07C215/78
Inventor 蔡宗苇曹国栋
Owner BEI JING NORMAL UNIV HONG KONG BAPTIST UNIV UNITED INT COLLEGE
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