Resorcinol-Based Benzoxazine with Low Polymerization Temperature

被引：36

作者：

Arnebold, Andre ^{[1
]}

Schorsch, Oliver ^{[1
]}

Stelten, Johannes ^{[2
]}

Hartwig, Andreas ^{[1
]}

机构：

[1] Fraunhofer Inst Fertigungstech & Angew Mat Forsch, D-28359 Bremen, Germany

[2] Univ Bremen, Inst Organ & Analyt Chem, D-28359 Bremen, Germany

来源：

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY | 2014年 / 52卷 / 12期

关键词：

benzoxazine; cationic polymerization; initiators; latent initiator; resorcinol-based benzoxazine; ring-opening polymerization; thermosets; RING-OPENING POLYMERIZATION; THERMOINITIATED CATIONIC-POLYMERIZATION; THERMAL-DECOMPOSITION PROCESSES; CROSS-LINKING; RESINS; POLYBENZOXAZINES; 1,3-BENZOXAZINE; PRECURSORS; COPOLYMERS; POLYMERS;

D O I：

10.1002/pola.27169

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

The industrial applications of benzoxazines are limited due to their high curing temperatures. This drawback can be overcome by more reactive precursor compared to conventional benzoxazines or by application of efficient initiators. We report the synthesis of a new resorcinol-based benzoxazine and its cationic polymerization with thermolatent super acids, namely organic sulfonium hexafluoroantimonates. This combination of a reactive precursor and an efficient initiator results in a curing temperature below 100 degrees C (differential scanning calorimetry onset) which is up to now one of the lowest polymerization temperatures for benzoxazine systems. Furthermore, the thermal stability of the formed polybenzoxazine has not been influenced by the applied initiators. (c) 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 1693-1699

引用

页码：1693 / 1699

页数：7

共 41 条

[1] Synthesis and characterization of novel benzoxazine monomers containing allyl groups and their high performance thermosets [J].

Agag, T ;

Takeichi, T .

MACROMOLECULES, 2003, 36 (16) :6010-6017

[2] Novel benzoxazine monomers containing p-phenyl propargyl ether:: Polymerization of monomers and properties of polybenzoxazines [J].

Agag, T ;

Takeichi, T .

MACROMOLECULES, 2001, 34 (21) :7257-7263

[3] Synthesis of novel benzoxazines containing glycidyl groups:: A study of the crosslinking behavior [J].

Andreu, R ;

Espinosa, MA ;

Galià, M ;

Cádiz, V ;

Ronda, JC ;

Reina, JA .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (04) :1529-1540

[4] Methylol-Functional Benzoxazines as Precursors for High-Performance Thermoset Polymers: Unique Simultaneous Addition and Condensation Polymerization Behavior [J].

Baqar, Mohamed ;

Agag, Tarek ;

Ishida, Hatsuo ;

Qutubuddin, Syed .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2012, 50 (11) :2275-2285

[5] Synthesis of polybenzoxazine precursors using thiols: Simultaneous thiol-ene and ring-opening reactions [J].

Beyazkilic, Zeynep ;

Kahveci, Muhammet U. ;

Aydogan, Binnur ;

Kiskan, Baris ;

Yagci, Yusuf .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2012, 50 (19) :4029-4036

[6]

Brunovska Z, 1999, J APPL POLYM SCI, V73, P2937

[7] 3,4-DIHYDRO-1,3,2H-BENZOXAZINES - REACTION OF PARA-SUBSTITUTED PHENOLS WITH N,N-DIMETHYLOLAMINES [J].

BURKE, WJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (02) :609-612

[8] Cationic Ring-Opening Polymerization of 1,3-Benzoxazines: Mechanistic Study Using Model Compounds [J].

Chutayothin, Papinporn ;

Ishida, Hatsuo .

MACROMOLECULES, 2010, 43 (10) :4562-4572

[9]

Crivello J. C., 1995, RING OPENING POLYM, P157

[10]

Crivello J.V., 1998, Photoinitiators for free radical, cationic anionic photopolymerisation, V2nd

← 1 2 3 4 5 →