CAS: 90-30-2; N-Phenyl-1-Naphthylamine

该化合物是一种芳香衍生物,广泛用作橡胶和聚合物工业的抗氧化剂和稳定剂,其主要优点包括有效抑制氧化降解,提高热力和机械压力下的弹性体的耐久性和寿命,作为激进的救生剂,防止聚合物链的撤销和交叉连接,与合成和天然橡胶的高度兼容性,确保统一分散.此外,其低挥发性和高热稳定性使其适合高温应用. PNA还用于润滑剂和燃料,以减轻氧化.其强劲的性能凸显了其在工业材料保护方面的重要性.

结构式图片

物理性质

欧盟法规

统一分类与标签REACH注册ECHA物质工作场所安全标识要求ECHA物质C&L通报CoRAP评估清单REACH预注册废弃物危险特性清单

上下游产品

diethyl ether 1-Nitronaphthalene α-naphthol aniline hydr°Chloride[1]naphthyl-phenyl-carbamoyl chloride 2-(4-anilino-[1]naphthylazo)-benzoic acid 4,4'-(buta-1,3-diene-2,3-diyl)bis(methoxybenzene) phenarsazine-7-chloridebenzophenarsazine-7-chloride

合成工艺路线路线简述

  • 合成目标产物 N-Phenyl-1-Naphthylamine 主要起始原料 1-Naphthylamine And Chlorobenzene
  • (文献来源)合成步骤主要原料 1-Naphthylamine 和 Chlorobenzene
N-Phenyl-7-Azabenzonorbornadiene置于对甲苯磺酸体系中,用 1,2-二氯乙烷 作为反应溶剂,化学反应 24.0H,以93%的收率获得产物n-苯基-1-萘胺
参考文献:使用二芳基碘鎓盐经芳烃中间体的n-芳基吡咯的diels-Alder环加成反应.
标题:使用二芳基碘鎓盐经芳烃中间体的n-芳基吡咯的diels-Alder环加成反应.
摘要:通过使用二芳基碘鎓盐形成苯炔的策略,报道了n-芳基吡咯与苯炔的环加成反应.已经合成了各种具有各种取代基的桥环胺,产率中等至优异(35-96%).此外,通过催化量的tsoh.h2O,这些胺可以轻松地转化为相应的n-苯胺衍生物,这在光敏染料中可能有用.
DOI:10.3762/bjoc.14.23

海关参考信息

专利信息


专利号:WO-0061993-A1
优先权日:1999-04-13
标 题 :COOLING DEVICE AND METHOD FOR PREVENTING SYNTHESIS OF PCDDs
发明人:TAMURA TETSUTO
权利人:OHTSUKA KATSUMI; TAMURA TETSUTO
摘要:A cooling device and method for preventing the synthesis of PCDDs, wherein a 800 °C, high-temperature exhaust gas is jetted into a quick-cooling cylinder in which many cooling tubes, through which a cooling medium consisting of a cooling liquid or cooling gas runs, are arranged in parallel and in superposed multiple stages, and quickly cooled, while passing through the quick-cooling cylinder, to below a re-synthesis temperature of PCDDs in an instant of up to 16/1000 seconds.

专利号:US-2009318592-A1
优先权日:2005-10-11
标 题 :Process for the Synthesis of Amine Ethers
发明人:FREY MARKUS; BROENNIMANN VALERIE
权利人:CIBA GEIGY CORP
摘要:The present invention relates to novel processes for the preparation of a sterically hindered amine ether by reacting a corresponding sterically hindered amine oxide with a ketone or an aldehyde with at least one reactive H in the presence of a peroxydisulphate. Products obtained by this process may be hydrogenated. The compounds made by these processes are particularly effective in the stabilization of polymer compositions against harmful effects of light, oxygen and/or heat and as flame-retardants for polymers.

专利号:US-2007191516-A1
优先权日:2004-03-15
标题 :Process for the synthesis of amine ethers
发明人:FREY MARKUS; RAST VALERIE; BRAIG ADALBERT; KRAMER ANDREAS
权利人:FREY MARKUS; RAST VALERIE; BRAIG ADALBERT; KRAMER ANDREAS
摘要:A process for the preparation of a sterically hindered amine ether which comprises reacting a corresponding sterically hindered aminoxide with a C 5 -C 18 alk-1-ene in the presence of an organic hydroperoxide and optionally hydrogenating the resulting product as well as the product mixtures obtained therewith and their use as stabilizers and flame retardants.

专利号:US-5177235-A
优先权日:1992-06-11
标题 :Synthesis of tetraalkylsilanes
发明人:EISENBERG DAVID C; ROBINSON GENE C
权利人:ETHYL CORP
摘要:This invention relates to a process for preparing tetrahydrocarbylsilane in high yield, comprising: a) forming a reaction mass from molten metal and trihydrocarbylaluminum, in an hydrocarbon solvent under an inert gas atmosphere; b) maintaining the reaction mass at a temperature in the range of from about 100° to about 130° C. for a period of time sufficient to form sodium tetrahydrocarbylaluminate; c) contacting the sodium tetrahydrocarbylaluminate with organotrihalosilane; and d) heating the contacted tetrahydrocarbylaluminate and organotrihalosilane to a temperature and for a period of time sufficient to form the tetrahydrocarbylsilane, wherein the tetrahydrocarbylaluminate and tetrahydrocarbylsilane are formed at a pressure of less than about 3000 KPa and wherein the hydrocarbyl group of the tetrahydrocarbyl silane is one or a mixture of hydrocarbyl groups having less than about 8 carbon atoms each.

专利号:US-7081504-B2
优先权日:2004-08-30
标 题:Synthesis of 1,4-polybutadiene
发明人:RACHITA MICHAEL JOSEPH; JOHNSON SCOTT EDWARDS
权利人:GOODYEAR TIRE & RUBBER
摘要:This invention is based upon the unexpected discovery that alkylated diphenylamines can be used in conjunction with nickel based catalyst systems which contain (a) an organonickel compound, (b) an organoaluminum compound, and (c) a fluorine containing compound to produce cis-1,4-polybutadiene having reduced molecular weight and an increased level of branching. This results in the cis-1,4-polybutadiene exhibiting good processability without sacrificing cold flow characteristics. Additionally, the alkylated diphenylamine which remains in the rubber acts in a manner which provides it with antioxidant protection. In other words, the use of alkylated diphenylamines accomplishes the three major objectives that are realized by employing para-styrenated diphenylamines (reduced molecular weight, regulated polymer macrostructure through branching and antidegradant protection). However, the utilization of alkylated diphenylamines, unlike para-styrenated diphenylamines, offers the additional advantage of being soluble in aliphatic solvents. By virtue of this increased level of solubility in aliphatic solvents, such as hexane, alkylated diphenylamines can be employed at greatly reduced levels of aromatic solvents. Likewise, when mixed catalyst streams containing alkylated diphenyl amines are combined precipitation is minimized compared to para-styrenated diphenylamine significantly improving issues related to fouling. The subject invention more specifically discloses a process for producing cis-1,4-polybutadiene having a reduced molecular weight and improved processability which comprises polymerizing 1,3-butadiene in the presence of (a) an organonickel compound, (b) an organoaluminum compound, (c) a fluorine containing compound, and (d) an alkylated diphenylamine; wherein the alkylated diphenylamine has alkyl groups that contain from 2 to 18 carbon atoms, and wherein the organoaluminum compound and the fluorine containing compound are brought together in the presence of the alkylated diphenylamine.

专利号:EP-0082618-B1
优先权日:1981-12-23
标题 :Method of preparing a polymeric coating composition
摘要:A method of preparing a storage-stable one-part reactive liquid thermal curing polymeric coating composition from an isocyanate-functional polymeric compound which has a substantial portion of its isocyanate groups masked with an isocvanate masking agent, and a crosslinking agent which is substantially insoluble in aprotic solvents. These liquid compositions are homogeneous even when free of solvents. Preferably the crosslinking agent is a crystalline polyol. The method involves the synthesis of a solubilizing oligomer which is formed by the partial reaction of the crosslinking agent and the unmasked isocyanate-functional polymeric compound. The thermal curing of these compositions results in polymeric coatings which possess superior physical properties. These cured coatings are particularly useful in the manufacture of retroreflective sheeting.
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主要参考文献


1: Cheng L, He Y, Tian Y, Liu B, Zhang Y, Zhou Q, Wu Z. Comparative biotoxicity of N-Phenyl-1-naphthylamine and N-Phenyl-2-naphthylamine on cyanobacteria Microcystis aeruginosa. Chemosphere. 2017 Jun;176:183-191. doi: 10.1016/j.chemosphere.2017.02.110. Epub 2017 Feb 24. 105(6):813-818. doi: 10.1007/s00128-020-03043-0. Epub 2020 Nov 19.
3: Maniyazagan M, Mohandoss S, Sivakumar K, Stalin T. N-phenyl-1-naphthylamine/β-cyclodextrin inclusion complex as a new fluorescent probe for rapid and visual detection of Pd(2+). Spectrochim Acta A Mol Biomol Spectrosc. 2014 Dec 10;133:73-9. doi: 10.1016/j.saa.2014.04.183. Epub 2014 May 29. 44(7):3098-100. 41(7):1455-1473. doi: 10.1007/s11095-024-03723-0. Epub 2024 Jul 2. 24(21):13399-13410. doi: 10.1039/d2cp00083k. 29(7):733-40. doi: 10.3891/acta.chem.scand.29b-0733. 644(2):233-43. doi: 10.1016/0005-2736(81)90380-1.
174:732-738. doi: 10.1016/j.chemosphere.2017.01.102. Epub 2017 Jan 21.

合成参考文献


摘要:Hay, M. B.; Hicks, J. D., Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2012) 2, 133.
摘要:Shirakawa, E., Science of Synthesis, (2021) , 153.
摘要:Aerospace Medical Research Laboratory Report., TR-74-78(1974)
摘要:National Technical Information Service., OTS0535072
摘要:Koennecker G et al; Concise Int Chem Assess Doc. N-Phenyl-1-naphthylamine. World Health Org. pp. 1-25 (1998)
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