Synthesis of macrocyclic aryl ethers containing the tetraphenylbenzene moiety

被引:45
作者
Ding, Y [1 ]
Hay, AS [1 ]
机构
[1] MCGILL UNIV,DEPT CHEM,MONTREAL,PQ H3A 2K6,CANADA
关键词
D O I
10.1021/ma9514380
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Cyclic aryl ether ketone oligomers containing the 1,2-dibenzoyl-3,4,5,6-tetraphenylbenzene moiety were synthesized in high yield by reaction of 1,2-bis(4-fluorobenzoyl)-3,4,5,6-tetraphe with bisphenols in DMF in the presence of potassium carbonate. The diketone monomer has low solubility in DMF, and high dilution conditions were obtained by adding the solid reactants in portions during the course of the reaction. The cyclic ether ketone oligomers were also transformed into cyclic ether phthalazines by reaction with hydrazine. The cyclics formed are crystalline and have lower T(g)s than their amorphous linear counterparts.
引用
收藏
页码:3090 / 3095
页数:6
相关论文
共 19 条
[1]   PREPARATION AND POLYMERIZATION OF BISPHENOL-A CYCLIC OLIGOMERIC CARBONATES [J].
BRUNELLE, DJ ;
SHANNON, TG .
MACROMOLECULES, 1991, 24 (11) :3035-3044
[2]   REMARKABLY SELECTIVE FORMATION OF MACROCYCLIC AROMATIC CARBONATES - VERSATILE NEW INTERMEDIATES FOR THE SYNTHESIS OF AROMATIC POLYCARBONATES [J].
BRUNELLE, DJ ;
BODEN, EP ;
SHANNON, TG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (06) :2399-2402
[3]  
CELLA JA, 1989, POLYM PREPR AM CHEM, V30, P581
[4]  
CELLA JA, 1989, POLYM PREPR AM CHEM, V30, P142
[5]   SYNTHESIS AND CHARACTERIZATION OF NOVEL CYCLIC (ARYL ETHER KETONE)S, CYCLIC (ARYL ETHER PHTHALAZINE)S, AND CYCLIC (ARYL ETHER ISOQUINOLINE)S [J].
CHAN, KP ;
WANG, YF ;
HAY, AS ;
HRONOWSKI, XPL ;
COTTER, RJ .
MACROMOLECULES, 1995, 28 (20) :6705-6717
[6]   THERMAL REARRANGEMENT OF A PHTHALAZINE TO A QUINAZOLINE [J].
CHAN, KP ;
HAY, AS .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (10) :3131-3134
[7]  
CHAN KP, 1995, POLYM PREPR AM CHEM, V36, P132
[8]  
CHAN KP, 1995, THESIS MCGILL U MONT
[9]   SYNTHESIS, STRUCTURE, AND RING-OPENING POLYMERIZATION OF STRAINED MACROCYCLIC BIARYLS - A NEW ROUTE TO HIGH-PERFORMANCE MATERIALS [J].
COLQUHOUN, HM ;
DUDMAN, CC ;
THOMAS, M ;
OMAHONEY, CA ;
WILLIAMS, DJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (04) :336-339
[10]  
EVANS TL, 1991, POLYM PREPR AM CHEM, V32, P176