Synthesis of new α,α′,β-trisubstituted β-lactones as monomers for hydrolyzable polyesters

被引:17
作者
Barbaud, C [1 ]
Abdillah, F [1 ]
Fabienne, F [1 ]
Guerrouache, M [1 ]
Guérin, P [1 ]
机构
[1] Univ Paris 12, CNRS, UMR C7581, Lab Rech Polymeres, F-94320 Thiais, France
关键词
alkylation; dialkylmalic acids; lactonization; 4-alkyloxycarbonyl-3,3-dialkyl-2-oxetanones; poly(benzyl (R,S)-3,3-dimethylmalate;
D O I
10.1163/156855503771816822
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Novel alpha,alpha',beta-trisubstitute beta-lactones have been prepared by a concise and efficient synthesis in five steps from commercial racemic diethyl oxalpropionate. These lactones with different lateral groups can be polymerized or co-polymerized for obtaining polyesters with high molecular weight. Chemical modification of these functionalized hydrolyzable polymers will be used to adjust their properties to the selected temporary applications.
引用
收藏
页码:353 / 367
页数:15
相关论文
共 25 条
[1]   STEREOSPECIFIC INTRODUCTION OF DOUBLE-BONDS VIA THERMOLYSIS OF BETA-LACTONES [J].
ADAM, W ;
BAEZA, J ;
LIU, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (06) :2000-&
[2]  
Anh N.T., 1976, TETRAHEDRON LETT, V17, P155
[3]  
ANH NT, 1977, NOUV J CHIM, V1, P61
[4]   CONVERSION OF SERINE TO STEREOCHEMICALLY PURE BETA-SUBSTITUTED ALPHA-AMINO-ACIDS VIA BETA-LACTONES [J].
ARNOLD, LD ;
KALANTAR, TH ;
VEDERAS, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (24) :7105-7109
[5]   SYNTHESIS OF STEREOREGULAR POLY(ALKYL MALOLACTONATES) [J].
ARNOLD, SC ;
LENZ, RW .
MAKROMOLEKULARE CHEMIE-MACROMOLECULAR SYMPOSIA, 1986, 6 :285-303
[6]   PREPARATION OF CHIRAL SUBSTITUTED SUCCINIC ACIDS [J].
BAJWA, JS ;
MILLER, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (07) :1114-1116
[7]   Poly(β-malic acid) derivatives with non-charged hydrophilic lateral groups:: synthesis and characterization [J].
Barbaud, C ;
Cammas-Marion, S ;
Guérin, P .
POLYMER BULLETIN, 1999, 43 (4-5) :297-304
[8]  
BHAT KS, 1985, INDIAN J CHEM B, V24, P509
[9]   A NOVEL SYNTHESIS OF OPTICALLY-ACTIVE 4-BENZYLOXYCARBONYL-2-OXETANONES AND 4-ALKYLOXYCARBONYL-2-OXETANONES [J].
CAMMAS, S ;
RENARD, I ;
BOUTAULT, K ;
GUERIN, P .
TETRAHEDRON-ASYMMETRY, 1993, 4 (08) :1925-1930
[10]  
Cammas-Marion S, 2000, MACROMOL SYMP, V153, P167, DOI 10.1002/1521-3900(200003)153:1<167::AID-MASY167>3.0.CO