Synthesis and free radical polymerization of p-methylseleno- and p-phenylselenostyrenes

被引:52
作者
Ando, T [1 ]
Kwon, TS [1 ]
Kitagawa, A [1 ]
Tanemura, T [1 ]
Kondo, S [1 ]
Kunisada, H [1 ]
Yuki, Y [1 ]
机构
[1] NAGOYA INST TECHNOL,DEPT MAT SCI & ENGN,SHOWA KU,NAGOYA,AICHI 466,JAPAN
关键词
D O I
10.1002/macp.1996.021970918
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
p-Methylselenostyrene (1) and p-phenylselenostyrene (2) as selenium-containing vinyl monomers were prepared. Both monomers are readily polymerized free radically to afford the corresponding polymers having molecular weight of about 20000 similar to 150000. These homopolymers are stable below 300 degrees C. From the copolymerization with styrene, Q values of 1 and 2 were calculated to be 1,18 and 1,03, respectively. On the other hand, e values of these monomers are -0,24 and -0,04, respectively, indicating the electron withdrawing character of the seleno groups.
引用
收藏
页码:2803 / 2810
页数:8
相关论文
共 23 条
[11]   NEW ORGANOSELENIUM METHODOLOGY [J].
LIOTTA, D .
ACCOUNTS OF CHEMICAL RESEARCH, 1984, 17 (01) :28-34
[12]   FREE-RADICAL HOMOLYTIC SUBSTITUTION AT SELENIUM - AN EFFICIENT METHOD FOR THE PREPARATION OF SELENOPHENES [J].
LYONS, JE ;
SCHIESSER, CH ;
SUTEJ, K .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (21) :5632-5638
[13]  
MICHELS R, 1976, MAKROMOL CHEM, V177, P2311
[14]   ORGANOSELENIUM-INDUCED CYCLIZATIONS IN ORGANIC-SYNTHESIS [J].
NICOLAOU, KC .
TETRAHEDRON, 1981, 37 (23) :4097-4109
[15]   PREPARATION AND FREE-RADICAL POLYMERIZATION OF DIMETHYL-PARA-VINYLPHENYLSULFONIUM TETRAFLUOROBORATE [J].
OGURA, K ;
KONDO, S ;
TSUDA, K .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1981, 19 (03) :843-848
[16]  
OKAMOTO Y, 1972, TETRAHEDRON LETT, P2529
[17]   REACTIONS OF ALKYL PHENYL SELENIDE WITH BENZOYL PEROXIDE [J].
OKAMOTO, Y ;
CHELLAPP.KL ;
HOMSANY, R .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (18) :3172-3175
[18]  
Price M., 1967, J ORG CHEM, V32, P1655
[19]   SUBSTITUENT EFFECTS OF GROUPS CH2M(CH3)3 (M=C TO PB) AND M(CH3)3 (M=SI TO PB) FROM PROTON AND C-13 CHEMICAL-SHIFT MEASUREMENTS ON 4-SUBSTITUTED STYRENES [J].
REYNOLDS, WF ;
HAMER, GK ;
BASSINDALE, AR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1977, (07) :971-974
[20]  
Sherrington D.C., 1988, Syntheses and Separations Using Functional Polymers