1,5-diphenyl-1,4-diyn-3-one: A highly efficient photoinitiator

被引：20

作者：

Liska, R ^{[1
]}

Seidl, B ^{[1
]}

机构：

[1] Univ Technol, Inst Appl Synthet Chem, Div Macromol Chem, A-1060 Vienna, Austria

来源：

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY | 2005年 / 43卷 / 01期

关键词：

diynone; differential scanning photocalorimetry (photo-DSC); photoinitiators; photopolymerization; radical polymerization; UV-vis spectroscopy;

D O I：

10.1002/pola.20484

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

In a continuation of our research on new chromophores for photoinitiators (PIs), we investigated a triple-bond-containing benzophenone derivative. 1,5-Diphenyl-1,4-pentadiyn-3-one (2) was prepared from phenylacetylene and ethyl formate by a one-pot reaction. Differential scanning photocalorimetry experiments in lauryl acrylate of 2 showed surprisingly high activity for the double-bond conversion and rate of polymerization at the lowest PI concentrations and even without any coinitiator. By the application of monomers with abstractable hydrogens, significant improvement in the photoreactivity was observed. Ultraviolet-visible spectroscopy revealed strong absorption up to 350 nm. Steady-state photolysis experiments proved that the photochemistry of this compound was faster than that of benzophenone. (C) 2004 Wiley Periodicals, Inc.

引用

页码：101 / 111

页数：11

共 29 条

[11] Revisiting aromatic thiols effects on radical photopolymerization [J].

Krongauz, VV ;

Chawla, CP .

POLYMER, 2003, 44 (14) :3871-3876

[12] New photocleavable structures.: II.: α-cleavable photoinitiators based on pyridines [J].

Liska, R ;

Herzog, D .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2004, 42 (03) :752-764

[13] Synthesis and properties of heterocyclic type I photoinitiators [J].

Liska, R ;

Knaus, S ;

Wendrinsky, J .

NUCLEAR INSTRUMENTS & METHODS IN PHYSICS RESEARCH SECTION B-BEAM INTERACTIONS WITH MATERIALS AND ATOMS, 1999, 151 (1-4) :290-292

[14] New photocleavable structures I: Sythesis of hydroxyalkylphenone analogues electron-rich heterocycles [J].

Liska, R .

HETEROCYCLES, 2001, 55 (08) :1475-1486

[15]

LISKA R, 2002, IUPAC S PHOTOCHEMIST

[16]

LISKA R, 2001, P RADTECH, V10, P687

[17]

MEDBEDEVA AS, 1973, B ACAD SCI USSR CH, V22, P1626

[18]

MERLIN A, 1980, POLYM B, V12, P847

[19] SKIPPED DIYNES .5. SECONDARY DIETHYNYLCARBINOLS, A BASE-CATALYZED YNNOL TO ENOL REARRANGEMENT, AND ULTRAVIOLET-SPECTRA AND CONJUGATION [J].

MIGLIORESE, KG ;

TANAKA, Y ;

MILLER, SI .

JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (06) :739-747

[20] PHOTO-CHEMICAL REACTIONS OF ACETYLENIC KETONES [J].

NISHIO, T ;

OMOTE, Y .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (07) :1703-1705

← 1 2 3 →