Ultrasonic synthesis of poly[2-methoxy-5-(2′-ethylhexyloxy)-p-phenylenevinylene]

被引:0
|
作者
Yang Yong [1 ]
Qiao Juan [1 ]
Li Yinkui [1 ]
Qiu Yong [1 ]
机构
[1] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Organ Optoelect & Mol Engn, Beijing 100084, Peoples R China
来源
ACTA POLYMERICA SINICA | 2006年 / 07期
关键词
poly [2-methoxy-5-(2 '-ethylhexyloxy)-p-phenylenevinylene] ultrasonic synthesis; gelatification; luminescence quantum efficiency;
D O I
暂无
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Poly [2-methoxy-5-(2'-ethylhexyloxy)-p-phenylenevinylene](MEH-PPV) is a typical example of solution processable conjugated polymers for polymeric light emitting diodes application, which shows good solubility in common organic solvents. However, gelation or micro-gelation always occurs during the polymerization process. Herein, we report the synthesis of fully soluble MEH-PPV by ultrasonic irradiation method. The raw material was 4-methoxyphenol, and ultrasonic irradiation method was used in the etherification, bromomethylation and polymerization. The polymer is prepared from the bis-bromomethyl monomer through the Gilch route. Compared with the conventional mechanical stirring, ultrasonic irradiation method has shown great advantages with respect to the shorter reaction time, lower reaction temperature, higher yields and higher molecular weight ( M) of MEH-PPV. The optimized reaction conditions including reaction solvent, temperature, and time, were determined for the related etherification I bromomethylation and polymerization with ultrasonic method. Especially, using ultrasonic method, the gelatification in the polymerization had been overcome. MEH-PPV obtained was fully soluble in THF and chloroform and no gel or micro-gel existed. The structures of the intermediate products and MEH-PPV were determined by IR and H-1-NMR. It was found the MEH-PPV synthesized by ultrasonic irradiation processes had higher luminescence quantum efficiency than that by mechanical stirring.
引用
收藏
页码:892 / 896
页数:5
相关论文
共 16 条
  • [1] PHOTOVOLTAIC AND PHOTOCONDUCTIVE PROPERTIES OF ALUMINUM POLY(P-PHENYLENE VINYLENE) INTERFACES
    ANTONIADIS, H
    HSIEH, BR
    ABKOWITZ, MA
    JENEKHE, SA
    STOLKA, M
    [J]. SYNTHETIC METALS, 1994, 62 (03) : 265 - 271
  • [2] CHEMICAL TUNING OF THE ELECTRONIC-PROPERTIES OF POLY(P-PHENYLENEVINYLENE)-BASED COPOLYMERS
    BURN, PL
    KRAFT, A
    BAIGENT, DR
    BRADLEY, DDC
    BROWN, AR
    FRIEND, RH
    GYMER, RW
    HOLMES, AB
    JACKSON, RW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (22) : 10117 - 10124
  • [3] LIGHT-EMITTING-DIODES BASED ON CONJUGATED POLYMERS
    BURROUGHES, JH
    BRADLEY, DDC
    BROWN, AR
    MARKS, RN
    MACKAY, K
    FRIEND, RH
    BURN, PL
    HOLMES, AB
    [J]. NATURE, 1990, 347 (6293) : 539 - 541
  • [4] Fully soluble poly(p-phenylenevinylene)s via propagation control of the polymer chain conjugated lengths
    Chen, ZK
    Pan, JQ
    Xiao, Y
    Lee, NHS
    Chua, SJ
    Huang, W
    [J]. THIN SOLID FILMS, 2000, 363 (1-2) : 98 - 101
  • [5] A PHOTOLUMINESCENCE STUDY OF POLY(PHENYLENE VINYLENE) DERIVATIVES - THE EFFECT OF INTRINSIC PERSISTENCE LENGTH
    GETTINGER, CL
    HEEGER, AJ
    DRAKE, JM
    PINE, DJ
    [J]. JOURNAL OF CHEMICAL PHYSICS, 1994, 101 (02): : 1673 - 1678
  • [6] POLYMERIZATION OF ALPHA-HALOGENATED P-XYLENES WITH BASE
    GILCH, HG
    WHEELWRIGHT, WL
    [J]. JOURNAL OF POLYMER SCIENCE PART A-1-POLYMER CHEMISTRY, 1966, 4 (6PA1): : 1337 - +
  • [7] GROWRI R, 1999, SYNTHETIC MET, V101, P166
  • [8] Structure, conductivity, and thermopower of crystalline polyaniline synthesized by the ultrasonic irradiation polymerization method
    Liu, H
    Hu, XB
    Wang, JY
    Boughton, RI
    [J]. MACROMOLECULES, 2002, 35 (25) : 9414 - 9419
  • [9] MANOJ KR, 2001, SYNTHETIC MET, V122, P369
  • [10] MEH-PPV: Improved synthetic procedure and molecular weight control
    Neef, CJ
    Ferraris, JP
    [J]. MACROMOLECULES, 2000, 33 (07) : 2311 - 2314