以氯苯为原料,采用混酸硝化得到单硝基氯苯(邻-、对-混合物不经分离),在n(单硝基氯苯):n(硝酸):n(硫酸)=1.00:1.10~1.15:2.20及(100±5)℃下,反应65~75 min合成2,4-二硝基氯苯;然后在乙酸乙酯介质中,将得到的2,4-二硝基氯苯在n(2,4-二硝基氯苯):n(二乙醇胺)=1.00:2.20及65~ 70℃下,与二乙醇胺进行亲核取代反应4h,合成N,N-二(β-羟乙基)-2,4-二硝基苯胺;利用熔点测试、红外、核磁共振等技术手段确认了合成产品的化学结构.将最终产物以一定比例和其它二元醇混合,并与二异氰酸酯反应得到一种黄色聚氨酯弹性膜.通过膜强度、色迁移、耐酸碱洗涤等实验发现,设计合成的N,N-二(β-羟乙基)-2,4-二硝基苯胺的应用性能优于日本、韩国相应的反应型着色剂,完全达到美国米尔肯公司的反应型着色剂应用性能.
参考文献
[1] | XU Peilin,ZHANG Shuqin.Handbook of Polyurethane Materials[M].Beijing:Chemical Industry Press,2002:7-16(in Chinese).徐培林,张淑琴.聚氨酯材料手册[M].北京:化学工业出版社,2002:7-16.,2002. |
[2] | Osman A F,Edwards G A,Schiller T L,et al.Structure-Property Relatiomhips in Biomedical Thermoplastic Polyurethane Nanocomposites[J].Macromolecules,2012,45 (1):198-210.,2012. |
[3] | Scholten E,Bromberg L,.Rufledge G C,et al.Electrospun Polyurethane Fibers for Absorption of Volatile Organic Compounds from Air[J].ACS Appl Mater Interfaces,2011,3 (10):3902-3909.,2011. |
[4] | Wynne J H,Fulmer P A,McCluskey D M,et al.Synthesis and Development of a Multifunctional Self-Decontaminating Polyurethane Coating[J].ACS Appl Mater Interfaces,2011,3(6):2005 2011.,2011. |
[5] | Gregory P,James M R,Pierce D A,et al.Colored Polyurethane:CN1295586A[P],2001-05-16(in Chinese).P.格雷戈里,M.R.詹姆斯,D.A.皮尔斯,等.着色聚氨酯:CN1295586A[P],2001-05-16.,2001. |
[6] | Jordon H,Roos W.Anthraquinone Dyes Used for Coloring Polyurethane:CN1011326243A[P],2006-12-01 (in Chinese).哈特维希·乔丹,维尔纳·鲁斯.用于对聚氨酯进行着色的蒽醌染料:CN1011326243A[P],2006-12-01.,2006. |
[7] | SU Jieping.Syhthesis and Optical Properties of Colored Waterborne Polyurethane[D].University Science Technology China,2011(in Chinese).,2011. |
[8] | 苏结平 .彩色聚氨酯的合成与光学性能研究[D].中国科学技术大学,2011. |
[9] | Zollinger H.Color Chemistry-Synthesis,Properties,and Applications of Organic Dyes and Pigments[M].WU Zuwang,CHEGN Lvbai,ZHANG Zhuangyu Trans.Beijing:Chemical Industry Press,2005:2-267(in Chinese).海因利希·左林格.色素化学-有机染料和颜料的合成、性能和应用[M].吴祖望,程侣柏,张壮余译.北京:化学工业出版社,2005:2-267.,2005. |
[10] | MIN Yunhao.Study on the Reason of No Layer Seperation after Nitrating Chlorobenzene[J].Hubei Chem Ind,1988,(1):61-63(in Chinese).闵运豪.氯苯硝化终了物料不易分层原因浅析[J].湖北化工,1988,(1):61-63.,1988. |
[11] | LI Jiangshi.Nitrochlorobenzene[J].Liaoning Chem Ind,1991,(3):60(in Chinese).李江石.硝基氯苯[J].辽宁化工,1991,(3):60.,1991. |
[12] | ZHANG Cuijuan,ZHANG Hongxia.The Comprehensive Utilization of Nitrochlorobenzene Tar[J].Chem Eng Equip,2008,(5):137-138(in Chinese).张翠娟,张红霞.硝基氯苯焦油状废液的综合利用[J].化学工程与装备,2008,(5):137-138.,2008. |
[13] | GU Lizheng,WANG Zhengxiang,WANG Jianlong.Optimum Technology Condition,Elected by Orthogonal Experiment for Synthesis of Waterbome-Polyurethane[J].Packaging,2012,4(1):44-47(in Chinese).顾丽争,王正祥,王建龙.正交试验优选水性聚氨酯合成的最佳工艺条件[J].包装学报,2012,4(1):44-47.,2012. |
[14] | Shivarkar A B,Gupte S P,and Chaudhari R V.Tandem Synthesis of β-Amino Alcohols from Aniline,Dialkyl Carbonate,and Ethylene Glycol[J].Ind Eng Chem Res,2008,47 (8):2484-2494.,2008. |
[15] | Fu Z,Ono Y.Selective N-Monomethylation of Aniline with Dimethyl Carbonate over Y-Zeolites[J].CatalLett,1993,18(1-2):59-63.,1993. |
[16] | Selva M,Tundo P,Perosa A.Reaction of Primary Aromatic Amines with Alkyl Carbonates over NaY Faujasite:A Convenient and Selective Access to Mono-N-alkyl Anilines[J].J Org Chem,2001,66 (3):677-680.,2001. |
[17] | XING Qiyi,PEI Weiwei,XU Ruiqiu,et al.Fundamental Organic Chemistry[M].3nd Ed.Beijing:Higher Education Press,2005:788-791.(in Chinese)刑其毅,裴伟伟,徐瑞秋,等.基础有机化学[M].第3版.北京:高等教育出版社,2005:788-791.,2005. |
[18] | Cho Y H,Park J C.A Very Convenient Dimethylamination of Activated Aromatic Halides Using N,N-Dimethylformamide and Ethanolamines[J].Tetrahedron Lett,1997,38(48):8331-8334.,1997. |
[19] | XU Shouchang.Organic Chemistry[M].2nd Ed.Beijing:Higher Education Press,1993:193(in Chinese).徐寿昌.有机化学[M].第2版.北京:高等教育出版社,1993:193.,1993. |
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