Catalytic Oxidation of 2,7-Dihydroxynaphthalene

被引：10

作者：

Bilici, Ali ^{[1
]}

Dogan, Fatih ^{[2
,3
]}

Kaya, Ismet ^{[3
]}

机构：

[1] Canakkale Onsekiz Mart Univ, Lapseki Vocat Sch, TR-17020 Canakkale, Turkey

[2] Canakkale Onsekiz Mart Univ, Fac Educ Secondary Sci & Math Educ, TR-17100 Canakkale, Turkey

[3] Canakkale Onsekiz Mart Univ, Polymer Synth & Anal Lab, Dept Chem, Fac Sci & Arts, TR-17020 Canakkale, Turkey

来源：

INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH | 2014年 / 53卷 / 01期

关键词：

COUPLING POLYMERIZATION; SOLUBLE POLYPHENOL; ENZYMATIC POLYMERIZATION; COPPER(II) COMPLEXES; PHENOL DERIVATIVES; POLYMERS; BASE; SOLVENTS; WATER;

D O I：

10.1021/ie401735j

中图分类号：

TQ [化学工业];

学科分类号：

0817 ;

摘要：

Two polymer-metal complexes were used for catalytic oxidative polymerization of 2,7-dihydroxynaphthalene (DHN) with the aim of exploiting new and potent catalysts. The structure of the resulting poly(2,7-dihydroxynaphthalene) (PDHN) was confirmed by various spectral techniques: UV-vis, FT-IR, H-1 NMR, C-13 NMR, H-1-H-1 COSY, and H-1-C-13 HSQC. The 3 and 6 positions of the DHN ring were suggested as main coupling sites. The effect of the reaction conditions on the monomer conversions and the polymer molecular weight was determined: yields in the range 74-99% and number-average molecular weights in the range 1700-83 000 g mol(-1) were obtained. Thermal, optical, and electrochemical behaviors of the polymer were also studied. From fluorescence analyses, a case of negative solvatochromism for PDHN was established.

引用

页码：104 / 109

页数：6

共 30 条

[1]

Alva KS, 1998, J APPL POLYM SCI, V70, P1257, DOI 10.1002/(SICI)1097-4628(19981114)70:7<1257::AID-APP2>3.3.CO

[2]

2-X

[3] Characterization of phenolic polymers synthesized by enzyme-mediated reactions in bulk solvents and at oil-water interfaces [J].

Ayyagari, M ;

Akkara, JA ;

Kaplan, DL .

MATERIALS SCIENCE & ENGINEERING C-BIOMIMETIC MATERIALS SENSORS AND SYSTEMS, 1996, 4 (03) :169-173

[4] CONTROLLED FREE-RADICAL POLYMERIZATION OF PHENOL DERIVATIVES BY ENZYME-CATALYZED REACTIONS IN ORGANIC-SOLVENTS [J].

AYYAGARI, MS ;

MARX, KA ;

TRIPATHY, SK ;

AKKARA, JA ;

KAPLAN, DL .

MACROMOLECULES, 1995, 28 (15) :5192-5197

[5] Biosynthesis and Characterization of Organosoluble Conjugated Poly(2-aminofluorene) with the Pyrazine Bridged [J].

Bilici, Ali ;

Kaya, Ismet ;

Yildirim, Mehmet .

BIOMACROMOLECULES, 2010, 11 (10) :2593-2601

[6] Monomer/Polymer Schiff Base Copper(II) Complexes for Catalytic Oxidative Polymerization of 2,2′-Dihydroxybiphenyl [J].

Bilici, Ali ;

Kaya, Ismet ;

Dogan, Fatih .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2009, 47 (12) :2977-2984

[7] SYNTHESIS OF FUSIBLE AND SOLUBLE CONDUCTING POLYFLUORENE DERIVATIVES AND THEIR CHARACTERISTICS [J].

FUKUDA, M ;

SAWADA, K ;

YOSHINO, K .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1993, 31 (10) :2465-2471

[8] Effect of phenolic monomer structure of precursor polymers in oxidative coupling of enzymatically synthesized polyphenols [J].

Fukuoka, T ;

Uyama, H ;

Kobayashi, S .

MACROMOLECULES, 2004, 37 (16) :5911-5915

[9] Oxidative coupling polymerization of 2,3-dihydroxynaphthalene with dinuclear-type copper(II) catalyst [J].

Habaue, S ;

Muraoka, R ;

Aikawa, A ;

Murakami, S ;

Higashimura, H .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2005, 43 (08) :1635-1640

[10] Asymmetric oxidative coupling polymerization of dihydroxynaphthalene derivatives with cobalt-salen complexes [J].

Habaue, Shigeki ;

Aoyagi, Hideharu ;

Murakami, Soichiro ;

Higashimura, Hideyuki .

POLYMER BULLETIN, 2007, 59 (03) :303-310

← 1 2 3 →