Synthesis of (Z)-2-Methyl-2-Butenedioic Acid-1-Methyl Ester and Determination of Apparent Reactivity Ratio of Copolymerization with Acrylonitrile

Acta Chimica Sinica ›› 2008, Vol. 66 ›› Issue (14): 1753-1757. Previous Articles Next Articles

2-甲基-2-丁烯二酸单甲酯的合成及其与丙烯腈二元共聚的表观竞聚率的测定

杨俊锋a,b 陆国林*,a 谭久青a 黄晓宇a 陈惠芳c 潘鼎*,c

(a中国科学院上海有机化学研究所上海 200032)
(b郑州大学化学系郑州 450001)
(c东华大学材料科学与工程学院上海 201620)

投稿日期:2008-06-06 修回日期:2008-06-26 发布日期:2008-07-28
通讯作者: 陆国林

Synthesis of (Z)-2-Methyl-2-Butenedioic Acid-1-Methyl Ester and Determination of Apparent Reactivity Ratio of Copolymerization with Acrylonitrile

YANG, Jun-Feng ^a,b LU, Guo-Lin ^*,a TAN, Jiu-Qing ^aHUANG, Xiao-Yu ^a
CHEN, Hui-Fang^c PAN, Ding ^*,c

(a Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032)
(b Department of Chemistry, Zhengzhou University, Zhengzhou 450001)
(c College of Material Science & Engineering, Donghua University, Shanghai 201620)

Received:2008-06-06 Revised:2008-06-26 Published:2008-07-28
Contact: LU, Guo-Lin

Abstract

A new methacrylate monomer, (Z)-2-methyl-2-butenedioic acid-1-methyl ester (MBAME), was synthesized using citraconic anhydride as starting material. This monomer can copolymerize with acrylonitrile in N,N-dimethylformamide at 70 ℃ using 2,2’-azobisisobutyronitrile as initiator. The apparent reactivity ratio of AN/MBAME copolymerization system calculated by Fineman-Ross method was 7.985 for AN and 0.599 for MBAME, respectively. This result may benefit the production of PAN-based carbon fiber.

Key words: (Z)-2-methyl-2-butenedioic acid-1-methyl ester, acrylonitrile, copolymerization, reactivity ratio

Cite this article

YANG, Jun-Feng ^a,b LU, Guo-Lin ^*,a TAN, Jiu-Qing ^a HUANG, Xiao-Yu ^a
CHEN, Hui-Fang^c PAN, Ding ^*,c
. Synthesis of (Z)-2-Methyl-2-Butenedioic Acid-1-Methyl Ester and Determination of Apparent Reactivity Ratio of Copolymerization with Acrylonitrile[J]. Acta Chimica Sinica, 2008, 66(14): 1753-1757.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Maryam Keram, Ma Haiyan. Non-symmetric β-Diketiminate Magnesium Complexes as Initiators for Ring-Opening Polymerization/Copolymerization of Lactide, ε-Caprolactone [J]. Acta Chim. Sinica, 2018, 76(2): 121-132.
[2]	Ma Zhanling, Song Yanfang, Xia Yongyao, He Junpo. Preparation and Capacitance of Copper-Doped Activated Carbon From Polyacrylonitrile (PAN) Precursor [J]. Acta Chimica Sinica, 2014, 72(8): 927-934.
[3]	Wang Xinke, Sit Met-Met, Sun Jiea, Tang Yong, Xie Zuowei. Synthesis, Structure and Ethylene Polymerization Behavior of Group 4 Metal Complexes Bearing Salicylaldaminato Ligands with Appended Donor Functionality [J]. Acta Chimica Sinica, 2012, 70(18): 1909-1916.
[4]	Zhang Guirong, Zhao Xueru, Xu Xiaoming, He Li, Wu Liang, Lu Jiaxing. Comparative Study on Electrocopolymerization of m-Toluidine and o-Toluidine [J]. Acta Chimica Sinica, 2012, 70(11): 1271-1277.
[5]	WANG Yong-Xia, DUAN Xue-Mei, WANG Qin, LI Yue-Sheng, LIU Jing-Yao. DFT Study on the Copolymerization Mechanism of Ethylene with Cyclopentadiene by the Titanium Complexes Bearing Two β-Enaminoketonato Ligands [J]. Acta Chimica Sinica, 2011, 69(18): 2085-2091.
[6]	TU Liang-Liang, JIA Chun-Yang, WENG Xiao-Long, DENG Long-Jiang. Preparation and Physical Properties of Electrochromic Thin Films Based on Polyaniline Derivatives [J]. Acta Chimica Sinica, 2010, 68(24): 2590-2594.
[7]	WANG Qi, ZHANG Sen, CHEN Hui-Fang, PAN Ding. Solution Copolymerization of Acrylonitrile Initiated by 2,2 - Azobis(2,4-dimethylvaleronitrile) at Low Temperature [J]. Acta Chimica Sinica, 2010, 68(24): 2609-2614.
[8]	YANG Yu, ZHANG Sen, PAN Ding, CHEN Hui-Fang, LEI Xiao-Ling. Low-Cost and Efficient Purification of Iron Ion in Acrylonitrile and Dimethyl Sulfoxide [J]. Acta Chimica Sinica, 2010, 68(23): 2436-2442.
[9]	YU Xin-Liang. Prediction of Q-e Parameters of Monomers in Free-radical Copolymerizations [J]. Acta Chimica Sinica, 2010, 68(22): 2264-2272.
[10]	ZHANG Gui-Rong, ZHAO Shu-Feng, LIU Xiao, LIU Xiu-Li, LUO Yan-Ling, LU Jia-Xing. Study on Electrocopolymerization of o-Toluidine and Anthranilic Acid with in situ UV-vis Spectroscopy [J]. Acta Chimica Sinica, 2010, 68(11): 1063-1069.
[11]	. In situ UV-Vis Spectroelectrochemistry for Electropolymerization of m-Toluidine and Electrocopolymerization of m-Toluidine with p-Phenylenediamine [J]. Acta Chimica Sinica, 2009, 67(7): 657-664.
[12]	. Non-isothermal Decomposition Kinetics of Novel Fire Retarded Polyacrylonitrile Copolymer in Air [J]. Acta Chimica Sinica, 2009, 67(18): 2127-2132.
[13]	ZHANG Gui-Rong; XU Cheng-Tian; ZHANG Ai-Jian; CHEN Li; LU Jia-Xing*. Study on Electrchemical copolymerization of aniline with p-phenylenediamine on ITO electrode by in situ UV-vis Spectroelectrochemistry and Characterization of the copolymer [J]. Acta Chimica Sinica, 2008, 66(3): 376-384.
[14]	. Syntheses and Investigation of Properties of New Ionic Liquids N-Dialkyl Morpholinium Chlorides [J]. Acta Chimica Sinica, 2008, 66(20): 2289-2294.
[15]	OUYANG Qin^1,2; CHENG Lu^1,2; WANG Hao-Jing*^,1; SUN Yu-Han. Study on Thermal Stabilization of Poly(acrylonitrile-co-itaconic acid) by Differential Scanning Calorimetry [J]. Acta Chimica Sinica, 2007, 65(24): 2941-2946.

2-甲基-2-丁烯二酸单甲酯的合成及其与丙烯腈二元共聚的表观竞聚率的测定

Synthesis of (Z)-2-Methyl-2-Butenedioic Acid-1-Methyl Ester and Determination of Apparent Reactivity Ratio of Copolymerization with Acrylonitrile

PDF

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments

2-甲基-2-丁烯二酸单甲酯的合成及其与丙烯腈二元共聚的 表观竞聚率的测定

Synthesis of (Z)-2-Methyl-2-Butenedioic Acid-1-Methyl Ester and Determination of Apparent Reactivity Ratio of Copolymerization with Acrylonitrile

PDF

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments

2-甲基-2-丁烯二酸单甲酯的合成及其与丙烯腈二元共聚的表观竞聚率的测定