Organic glass-forming materials: 1,3,5-tris(naphthyl)benzene derivatives

被引：33

作者：

Bonvallet, Paul A. ^{[1
]}

Breitkreuz, Caroline J. ^{[1
]}

Kim, Yong Seol ^{[1
]}

Todd, Eric M. ^{[1
]}

Traynor, Katherine ^{[1
]}

Fry, Charles G. ^{[1
]}

Ediger, M. D. ^{[1
]}

McMahon, Robert J. ^{[1
]}

机构：

[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 26期

关键词：

D O I：

10.1021/jo701921m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The organic glass-forming materials 1,3-bis(1-naphthyl)-5-(2-naphthyl)benzene (2) and its partially deuterated analogue, 1,3-bis(1-naphthyl-d(7))-5-(2-naphthyl)benzene (2-d(14)), have been synthesized on a gram scale using Suzuki coupling reactions. Detailed spectroscopic studies afford complete NMR assignments (H-1, H-2, C-13) for both compounds. Modest energy barriers for the interconversion of atropisomers (ca. 15 kcal/mol) result in a propensity for these materials to form supercooled liquids and glasses, rather than undergoing crystallization. The preparation of these materials enables detailed studies of physical properties of organic glasses and molecular diffusion in condensed phases.

引用

页码：10051 / 10057

页数：7

共 26 条

[1] FORMATION OF GLASSES FROM LIQUIDS AND BIOPOLYMERS [J].