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Erschienen in: Journal of Polymer Research 6/2011

01.11.2011 | Original Paper

Effect of chemical structure of aromatic dianhydrides on the thermal, mechanical and electrical properties of their terpolyimides with 4,4′-oxydianiline

verfasst von: Revathi Purushothaman, I. Mohammed Bilal, Muthiahpillai Palanichamy

Erschienen in: Journal of Polymer Research | Ausgabe 6/2011

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Abstract

Aromatic terpolyimides were synthesized by the reaction of 3,3′,4,4′-oxydiphthalicdianhydride(ODPA), 3,3′,4,4′-biphenyldianhydride(BPDA) and 3,3′,4,4′-benzophenonetetracaboxylicdianhydride(BTDA) with 4,4′-oxydianiline(ODA) via thermal imidization with the view to enhance their tensile properties without compromising thermal properties compared to their homo and copolyimides. Their films were characterized by FTIR, TGA, DSC and XRD. Their FTIR spectra established formation of polyimide by the characteristic vibrations at 1375cm−1(C-N stretch) and 1113 cm−1(imide ring deformation). TGA results showed imidization of residual polyamide acid close to 250 °C and decomposition of polyimides at about 540 °C. XRD results showed amorphous nature for all terpolyimides. Their tensile strength and tensile modulus were higher than either homo or copolyimides. Incorporation of BPDA, without bridging groups between the aromatic rings into the backbone of ODPA/BTDA-ODA is suggested as the cause for such an enhancement. Such terpolyimide can find application as adhesives in making flexible single/multilayer polyimide metal-clad laminates in flexible printed circuits and tape automated bonding applications. In addition, the terpolyimide, BPDA/BTDA/ODPA-ODA (mole ratio 0.5:0.25:0.25:1), showed low dielectric constant (3.52) as BPDA could offer slight rigidity by which the orientation of polar groupings could be reduced.

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Literatur
1.
Zurück zum Zitat Mazoniene E, Bendoraitiene J, Peciulyte L, Diliunas S, Zemaitaitis A (2006) (Co)polyimides from commonly used monomers, and their nanocomposites. Prog Solid State Chem 34:201–211CrossRef Mazoniene E, Bendoraitiene J, Peciulyte L, Diliunas S, Zemaitaitis A (2006) (Co)polyimides from commonly used monomers, and their nanocomposites. Prog Solid State Chem 34:201–211CrossRef
2.
Zurück zum Zitat Hergenrother PM, Watsonb KA, Smith JG Jr, Connella JW, Yokota R (2004) Copolyimides from 2, 3, 3′, 4′-biphenyltetracarboxylic dianhydride and pyromellitic dianhydride with 4, 4′-oxydianiline. Polymer 45:5441–5449CrossRef Hergenrother PM, Watsonb KA, Smith JG Jr, Connella JW, Yokota R (2004) Copolyimides from 2, 3, 3′, 4′-biphenyltetracarboxylic dianhydride and pyromellitic dianhydride with 4, 4′-oxydianiline. Polymer 45:5441–5449CrossRef
3.
Zurück zum Zitat Lindeberg M, Hjort K (2003) Interconnected nanowire clusters in polyimide for flexible circuits and magnetic sensing applications. Sens Actuators A 105:150–161CrossRef Lindeberg M, Hjort K (2003) Interconnected nanowire clusters in polyimide for flexible circuits and magnetic sensing applications. Sens Actuators A 105:150–161CrossRef
4.
Zurück zum Zitat Saeed MB, Zhan M-S (2007) Adhesive strength of nano-size particles filled thermoplastic polyimides. Part-I: multi-walled carbon nano-tubes (MWNT)–polyimide composite films. Int J Adhes Adhes 27:306–318CrossRef Saeed MB, Zhan M-S (2007) Adhesive strength of nano-size particles filled thermoplastic polyimides. Part-I: multi-walled carbon nano-tubes (MWNT)–polyimide composite films. Int J Adhes Adhes 27:306–318CrossRef
5.
Zurück zum Zitat Thompson CM, Connell JW, Hergenrother PM (2002) Adhesive and composite properties of a new phenylethynyl terminated imide. NASA tech. reports server 2009-05-20: 20030013638 Thompson CM, Connell JW, Hergenrother PM (2002) Adhesive and composite properties of a new phenylethynyl terminated imide. NASA tech. reports server 2009-05-20: 20030013638
6.
Zurück zum Zitat Sukhanova TE, Baklagina YuG, Kudryavtsev VV, Maricheva TA, Lednicky F (1999) Morphology, deformation and failure behavior of homo- and copolyimide fibres 1. Fibres from 4, 4′-oxybis (phthalic anhydride) (DPhO) and p-phenylenediamine (PPh) or/and 2, 5-bis (4-aminophenyl)-pyrimidine (2,5PRM). Polymer 40:6265–6276CrossRef Sukhanova TE, Baklagina YuG, Kudryavtsev VV, Maricheva TA, Lednicky F (1999) Morphology, deformation and failure behavior of homo- and copolyimide fibres 1. Fibres from 4, 4′-oxybis (phthalic anhydride) (DPhO) and p-phenylenediamine (PPh) or/and 2, 5-bis (4-aminophenyl)-pyrimidine (2,5PRM). Polymer 40:6265–6276CrossRef
7.
Zurück zum Zitat Williams MK, Holland DB, Melendez O, Weiser ES, Brenner JR, Nelson GL (2005) Aromatic polyimide foams: factors that lead to high fire performance. Polym Degrad Stab 88(1):20–27CrossRef Williams MK, Holland DB, Melendez O, Weiser ES, Brenner JR, Nelson GL (2005) Aromatic polyimide foams: factors that lead to high fire performance. Polym Degrad Stab 88(1):20–27CrossRef
8.
Zurück zum Zitat Shao Lu, Chung T-S, Wensley G, Goh SH, Pramoda KP (2004) Casting solvent effects on morphologies, gas transport properties of a novel 6FDA/PMDA–TMMDA copolyimide membrane and its derived carbon membranes. J Membr Sci 244:77–87CrossRef Shao Lu, Chung T-S, Wensley G, Goh SH, Pramoda KP (2004) Casting solvent effects on morphologies, gas transport properties of a novel 6FDA/PMDA–TMMDA copolyimide membrane and its derived carbon membranes. J Membr Sci 244:77–87CrossRef
9.
Zurück zum Zitat Einsla BR, Kim YS, Hickner MA, Hong Y-T, Hill ML, Pivovar BS, McGrath JE (2005) Sulfonated naphthalene dianhydride based polyimide copolymers for proton-exchange-membrane fuel cells II. Membrane properties and fuel cell performance. J Membr Sci 255:141–148CrossRef Einsla BR, Kim YS, Hickner MA, Hong Y-T, Hill ML, Pivovar BS, McGrath JE (2005) Sulfonated naphthalene dianhydride based polyimide copolymers for proton-exchange-membrane fuel cells II. Membrane properties and fuel cell performance. J Membr Sci 255:141–148CrossRef
10.
Zurück zum Zitat Yang L, Kang Y, Wang Y, Xu L, Kita H, Okamoto K-I (2005) Synthesis of crown ether-containing copolyimides and their pervaporation properties to benzene/cyclohexane mixtures. J Membr Sci 249:33–39CrossRef Yang L, Kang Y, Wang Y, Xu L, Kita H, Okamoto K-I (2005) Synthesis of crown ether-containing copolyimides and their pervaporation properties to benzene/cyclohexane mixtures. J Membr Sci 249:33–39CrossRef
11.
Zurück zum Zitat Blázquez JA, Iruin JJ, Eceolaza S, Marestin C, Mercier R, Mecerreyes D, Miguel O, Vela A, Marcilla R (2005) Solvent and acidification method effects in the performance of new sulfonated copolyimides membranes in PEM-fuel cells. J Power Sources 151:63–68CrossRef Blázquez JA, Iruin JJ, Eceolaza S, Marestin C, Mercier R, Mecerreyes D, Miguel O, Vela A, Marcilla R (2005) Solvent and acidification method effects in the performance of new sulfonated copolyimides membranes in PEM-fuel cells. J Power Sources 151:63–68CrossRef
12.
Zurück zum Zitat Chang B-J, Chang Y-H, Kim D-K, Kim J-H, Lee S-B (2005) New copolyimide membranes for the pervaporation of trichloroethylene from water. J Membr Sci 248:99–107CrossRef Chang B-J, Chang Y-H, Kim D-K, Kim J-H, Lee S-B (2005) New copolyimide membranes for the pervaporation of trichloroethylene from water. J Membr Sci 248:99–107CrossRef
13.
Zurück zum Zitat Compton J, Thompson D, Kranbuehl D, Ohl S, Gain O, David L, Espuche E (2006) Hybrid films of polyimide containing in situ generated silver or palladium nanoparticles: effect of the particle precursor and of the processing conditions on the morphology and the gas permeability. Polymer 47(15):5303–5313CrossRef Compton J, Thompson D, Kranbuehl D, Ohl S, Gain O, David L, Espuche E (2006) Hybrid films of polyimide containing in situ generated silver or palladium nanoparticles: effect of the particle precursor and of the processing conditions on the morphology and the gas permeability. Polymer 47(15):5303–5313CrossRef
14.
Zurück zum Zitat Bi H, Wang J, Chen S, Hu Z, Gao Z, Wang L, Okamoto K-I (2010) Preparation and properties of cross-linked sulfonated poly(arylene ether sulfone)/sulfonated polyimide blend membranes for fuel cell application. J Membr Sci 350(1-2):109–116CrossRef Bi H, Wang J, Chen S, Hu Z, Gao Z, Wang L, Okamoto K-I (2010) Preparation and properties of cross-linked sulfonated poly(arylene ether sulfone)/sulfonated polyimide blend membranes for fuel cell application. J Membr Sci 350(1-2):109–116CrossRef
15.
Zurück zum Zitat Lv Y-Y, Wu J, Xu Z-K (2010) Colorimetric and fluorescent sensor constructing from the nanofibrous membrane of porphyrinated polyimide for the detection of hydrogen chloride gas. Sens Actuators B: Chem 148(1):233–239CrossRef Lv Y-Y, Wu J, Xu Z-K (2010) Colorimetric and fluorescent sensor constructing from the nanofibrous membrane of porphyrinated polyimide for the detection of hydrogen chloride gas. Sens Actuators B: Chem 148(1):233–239CrossRef
16.
Zurück zum Zitat Dasgupta B, Sen SK, Banerjee S (2010) Aminoethylaminopropylisobutyl POSS—Polyimide nanocomposite membranes and their gas transport properties. Mater Sci Eng B 168(1–3):30–35CrossRef Dasgupta B, Sen SK, Banerjee S (2010) Aminoethylaminopropylisobutyl POSS—Polyimide nanocomposite membranes and their gas transport properties. Mater Sci Eng B 168(1–3):30–35CrossRef
17.
Zurück zum Zitat Nguyen T, Wang X (2010) Multifunctional composite membrane based on a highly porous polyimide matrix for direct methanol fuel cells. J Power Sources 195(4):1024–1030CrossRef Nguyen T, Wang X (2010) Multifunctional composite membrane based on a highly porous polyimide matrix for direct methanol fuel cells. J Power Sources 195(4):1024–1030CrossRef
18.
Zurück zum Zitat Jin-tian Y, Bin J, Wei H, Yong-feng Z, De-yue Y (2007) Synthesis and characterization of organsoluble polyimide and copolyimides from alicyclic dianhydride. Chin J Polym Sci 25(4):409–417CrossRef Jin-tian Y, Bin J, Wei H, Yong-feng Z, De-yue Y (2007) Synthesis and characterization of organsoluble polyimide and copolyimides from alicyclic dianhydride. Chin J Polym Sci 25(4):409–417CrossRef
19.
Zurück zum Zitat Yang Jin-tian, Huang Wei, Zhou Yong-feng, Yan De-yue, Wang Xiao-hang (2005) Synthesis and characterization of novel organosoluble aromatic copolyimides, e-Polymers, 066 Yang Jin-tian, Huang Wei, Zhou Yong-feng, Yan De-yue, Wang Xiao-hang (2005) Synthesis and characterization of novel organosoluble aromatic copolyimides, e-Polymers, 066
20.
Zurück zum Zitat Hsiao S-H, Chen Y-J (2002) Structure–property study of polyimides derived from PMDA and BPDA dianhydrides with structurally different diamines. Eur Polym J 38(4):815–828CrossRef Hsiao S-H, Chen Y-J (2002) Structure–property study of polyimides derived from PMDA and BPDA dianhydrides with structurally different diamines. Eur Polym J 38(4):815–828CrossRef
21.
Zurück zum Zitat Park HB, Kim YK, Lee JM, Lee SY, Lee YM (2004) Relationship between chemical structure of aromatic polyimides and gas permeation properties of their carbon molecular sieve membranes. J Membr Sci 229(1–2):117–127CrossRef Park HB, Kim YK, Lee JM, Lee SY, Lee YM (2004) Relationship between chemical structure of aromatic polyimides and gas permeation properties of their carbon molecular sieve membranes. J Membr Sci 229(1–2):117–127CrossRef
22.
Zurück zum Zitat Pan R, Liu X, Zhang A, Gu Y (2007) Molecular simulation on structure–property relationship of polyimides with methylene spacing groups in biphenyl side chain. Comput Mater Sci 39(4):887–895CrossRef Pan R, Liu X, Zhang A, Gu Y (2007) Molecular simulation on structure–property relationship of polyimides with methylene spacing groups in biphenyl side chain. Comput Mater Sci 39(4):887–895CrossRef
23.
Zurück zum Zitat Chen JP, Natansohn A (1999) Synthesis and characterization of novel carbazole-containing soluble polyimides. Macromolecules 32(10):3171–3177CrossRef Chen JP, Natansohn A (1999) Synthesis and characterization of novel carbazole-containing soluble polyimides. Macromolecules 32(10):3171–3177CrossRef
24.
Zurück zum Zitat Xu S, Yang M, Cao S (2006) A fluorescent copolyimide containing perylene, fluorine and oxadiazole units in the main chain. React Funct Polym 66:471–478CrossRef Xu S, Yang M, Cao S (2006) A fluorescent copolyimide containing perylene, fluorine and oxadiazole units in the main chain. React Funct Polym 66:471–478CrossRef
25.
Zurück zum Zitat Nilakshi Sadavarte V, Mahadeo Halhalli R, Avadhani CV, Wadgaonkar PP (2009) Synthesis and characterization of new polyimides containing pendent pentadecyl chains. Eur Polym J 45(2):582–589CrossRef Nilakshi Sadavarte V, Mahadeo Halhalli R, Avadhani CV, Wadgaonkar PP (2009) Synthesis and characterization of new polyimides containing pendent pentadecyl chains. Eur Polym J 45(2):582–589CrossRef
26.
Zurück zum Zitat Wang C, Zhao X, Li G, Jiang J (2009) High solubility and optical transparency of novel polyimides containing 3, 3′, 5, 5′-tetramethyl pendant groups and 4-tert-butyltoluene moiety. Polym Degrad Stab 94(9):1526–1532CrossRef Wang C, Zhao X, Li G, Jiang J (2009) High solubility and optical transparency of novel polyimides containing 3, 3′, 5, 5′-tetramethyl pendant groups and 4-tert-butyltoluene moiety. Polym Degrad Stab 94(9):1526–1532CrossRef
27.
Zurück zum Zitat Gagliani John, Lee Raymond (1982) Terpolyimides prepared from tetracarboxylic acid esters and combinations of heterocyclic, aromatic, and aliphatic diamines and artifacts composed of those terpolymers. Precursors and methods of converting them to the corresponding terpolymers US4315080 Gagliani John, Lee Raymond (1982) Terpolyimides prepared from tetracarboxylic acid esters and combinations of heterocyclic, aromatic, and aliphatic diamines and artifacts composed of those terpolymers. Precursors and methods of converting them to the corresponding terpolymers US4315080
28.
Zurück zum Zitat Gagliani John, Lee Raymond (1982) Methods of preparing polyimides and artifacts composed thereof EP0048119 Gagliani John, Lee Raymond (1982) Methods of preparing polyimides and artifacts composed thereof EP0048119
29.
Zurück zum Zitat Gagliani John, Lee Raymond, Wilcoxson Anthony L (1982) Methods of preparing polyimides and artifacts composed thereof US4361453 Gagliani John, Lee Raymond, Wilcoxson Anthony L (1982) Methods of preparing polyimides and artifacts composed thereof US4361453
30.
Zurück zum Zitat Kuppusamy Kanakaraj, John A Kreutz (1994) Flexible Multi-layer Polyimide Film Laminates And Preparation Thereof US5298331 Kuppusamy Kanakaraj, John A Kreutz (1994) Flexible Multi-layer Polyimide Film Laminates And Preparation Thereof US5298331
31.
Zurück zum Zitat Khatua SC, Maiti S (2002) High performance polymer films 4. Mechanical behavior. Eur Polym J 38:537–543CrossRef Khatua SC, Maiti S (2002) High performance polymer films 4. Mechanical behavior. Eur Polym J 38:537–543CrossRef
32.
Zurück zum Zitat Wang X, Li Y-F, Ma T, Zhang S, Gong C (2006) Synthesis and characterization of novel polyimides derived from 2, 6-bis[4-(3, 4-dicarboxyphenoxy)benzoyl]pyridine dianhydride and aromatic diamines. Polymer 47:3774–3783CrossRef Wang X, Li Y-F, Ma T, Zhang S, Gong C (2006) Synthesis and characterization of novel polyimides derived from 2, 6-bis[4-(3, 4-dicarboxyphenoxy)benzoyl]pyridine dianhydride and aromatic diamines. Polymer 47:3774–3783CrossRef
33.
Zurück zum Zitat Yin D, Li Y, Shao Y, Zhao X, Yang S, Fan L (2005) Synthesis and characterization of soluble polyimides based on trifluoromethylated aromatic dianhydride and substitutional diaminetriphenylmethanes. J Fluorine Chem 126:819–823CrossRef Yin D, Li Y, Shao Y, Zhao X, Yang S, Fan L (2005) Synthesis and characterization of soluble polyimides based on trifluoromethylated aromatic dianhydride and substitutional diaminetriphenylmethanes. J Fluorine Chem 126:819–823CrossRef
Metadaten
Titel
Effect of chemical structure of aromatic dianhydrides on the thermal, mechanical and electrical properties of their terpolyimides with 4,4′-oxydianiline
verfasst von
Revathi Purushothaman
I. Mohammed Bilal
Muthiahpillai Palanichamy
Publikationsdatum
01.11.2011
Verlag
Springer Netherlands
Erschienen in
Journal of Polymer Research / Ausgabe 6/2011
Print ISSN: 1022-9760
Elektronische ISSN: 1572-8935
DOI
https://doi.org/10.1007/s10965-011-9564-z

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