Polyimides based on aromatic diisocyanates containing pendent flexible alkoxy chains and aromatic dianhydrides: Synthesis, characterization, and liquid-crystal alignment properties

被引：0

作者：

Sarkar, Anjana ^{[1
]}

Halhalli, Mahadeo R. ^{[1
]}

Kulkarni, Arun D. ^{[1
]}

Wadgaonkar, Prakash P. ^{[1
]}

机构：

[1] Polymer Science and Engineering Division, National Chemical Laboratory, Pune 410008, India

来源：

Journal of Applied Polymer Science | 2009年 / 112卷 / 01期

关键词：

Four new aromatic diisocyanates containing pendent flexible alkoxy chains, namely, 5-butyloxy-l,3-phenylenediisocyanate, 5-octyloxy-l,3-phenylenediisocya- nate, 5-dodecyloxy-l,3-phenylenediisocyanate, and 5-hexa-decyloxy-l,3- phenylenediisocyanate, were synthesized by Curtius rearrangement of the corresponding 5-alkoxy-l,3-phenylene diacylazides. These diisocyanates were each polycondensed with three commercially available aromatic dianhydrides: 4,4'-oxydiphthalic anhydride, 3,3',4,4'-(hexa-fluoroisopropylidene) diphthalic anhydride, and 3,3',4,4'-benzophenonetetracarboxylic dianhydride - in benzonitrile in the presence of l,4-diazabicyclo[2.2.2]octane as a catalyst to obtain a series of polyimides with inherent viscosities in the range 0.16-0.43 dL/g. Except for 3,3',4, 4'-benzophenonetetracarboxylic dianhydride based polyimides, all of the polyimides were found to be soluble in dichloromethane, m-cresol, l-methyl-2-pyrrolidinone, tetrachloroethane, and pyridine either at room temperature or on heating and could be cast into tough, flexible, transparent films from a solution in m-cresol or tetrachloroethane. X-ray diffractograms revealed that the polyimides with longer alkoxy chains had layered structures. The glass-transition temperature of the polyimides containing pendent flexible alkoxy chains were in the range 159-246C as measured by differential scanning calorimetry. The temperature for the 10% weight loss of the polyimides was in the range 410-160C in a nitrogen atmosphere, which indicated good thermal stability. A pretilt angle of 2.97 was observed for the polyimide derived from 5-octyloxy-l, 3- phenylenediisocyanate and 4,4'-oxydiphfhalic anhydride. © 2008 Wiley Periodicals, Inc;

D O I：

暂无

中图分类号：

学科分类号：

摘要：

Journal article (JA)

引用

页码：461 / 472

共 50 条

[11] Synthesis and properties of new transparent (co)polyimides based on adamantane-containing diamines and aromatic tetracarboxylic dianhydrides
I. A. Novakov
B. S. Orlinson
D. V. Zav’yalov
S. V. Mednikov
E. N. Savel’ev
E. A. Potaenkova
M. A. Nakhod
A. M. Pichugin
A. V. Kireeva
M. N. Kovaleva
Russian Chemical Bulletin, 2021, 70 : 1141 - 1148
[12] SYNTHESIS AND PROPERTIES OF HYDROXYL-CONTAINING AROMATIC POLYIMIDES FROM TRIMETHYLSILYLATED 2,4-DIAMINOPHENOL AND AROMATIC TETRACARBOXYLIC DIANHYDRIDES
OISHI, Y
SHIRASAKI, M
KAKIMOTO, MA
IMAI, Y
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1993, 31 (01) : 293 - 296
[13] Synthesis and properties of nem aromatic polyimides - Polymeric materials for light-emitting and liquid-crystal displays
Ree, M
Kim, SI
Pyo, SM
Shin, TJ
Park, HK
Jung, JC
MACROMOLECULAR SYMPOSIA, 1999, 142 : 73 - 84
[14] Synthesis and characterization of new organosoluble aromatic polyamides and polyazomethines containing pendent pentadecyl chains
Sadavarte, Nilakshi V.
Avadhani, C. V.
Wadgaonkar, Prakash P.
HIGH PERFORMANCE POLYMERS, 2011, 23 (07) : 494 - 505
[15] Synthesis of new aromatic polyimides with various side chains containing a biphenyl mesogen unit and their abilities to control liquid-crystal alignments on the rubbed surface
Kim, SI
Ree, M
Shin, TJ
Jung, JC
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1999, 37 (15) : 2909 - 2921
[16] Synthesis and characterization of novel low-k polyimides from aromatic dianhydrides and aromatic diamine containing phenylene ether and perfluorobiphenyl units
Watanabe, Y
Shibasaki, Y
Ando, S
Ueda, M
POLYMER JOURNAL, 2006, 38 (01) : 79 - 84
[17] SYNTHESIS AND CHARACTERIZATION OF POLYIMIDES WITH IMIDE SIDE CHAINS FOR LIQUID CRYSTAL ALIGNMENT LAYERS
Xia, Sen-lin
Yi, Long-fei
Sun, Zhen
Xiang, Jie-ran
Wang, Ying-han
ACTA POLYMERICA SINICA, 2013, (11) : 1376 - 1383
[18] Synthesis and properties of new naphthyl-pendent aromatic polyimides from 1-[di(4-aminophenyl)amino]-naphthalene and aromatic tetracarboxylic dianhydrides
Imai, Y
Ishida, M
Kakimoto, MA
Nishimura, K
Kurosaki, T
HIGH PERFORMANCE POLYMERS, 2002, 14 (03) : 243 - 251
[19] Synthesis and Characterization of Novel Low-k Polyimides from Aromatic Dianhydrides and Aromatic Diamine Containing Phenylene Ether and Perfluorobiphenyl Units
Yasufumi Watanabe
Yuji Shibasaki
Shinji Ando
Mitsuru Ueda
Polymer Journal, 2006, 38 : 79 - 84
[20] Synthesis and properties of new soluble aromatic polyimides based on diaryl substituted pyromellitic dianhydrides.
Zhang, D
Hu, J
Harris, FW
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 : U435 - U435

← 1 2 3 4 5 →