Studies on ionic salt of polyamic acid and related compounds

P. Santhana Gopala Krishnan; Rohit H. Vora; Tai Shung Chung; Shun Ichiro Uchimura; Nori Sasaki

doi:10.1007/s10965-005-5490-2

Studies on ionic salt of polyamic acid and related compounds

P. Santhana Gopala Krishnan, Rohit H. Vora^*, Tai Shung Chung, Shun Ichiro Uchimura, Nori Sasaki

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

Amie acid compound namely bisphthalamic acid of 2,2′-dimethyl-4, 4′-diaminobiphenyl (amic acid) and its ionic salt with 3-(dimethylamino)propyl methacrylate (amic acid salt) were synthesized and characterized by FT-IR, mass spectroscopy, NMR and DSC. Effect of temperature and water content on these compounds was studied by ¹H-NMR and potentiometric titration. In the absence of added water, both amic acid and its ionic salt had undergone imidization followed by hydrolysis, which was attributed to the water formed as a result of an initial imidization reaction. Polyamic acid (PAA) was synthesized by reacting 4,4′-oxydiphthalic anhydride and 2,2′-dimethyl 4,4′-diaminobiphenyl (m-tolidine) in N-methyl-2-pyrrolidone, which was then reacted with 3-(dimethylamino)propyl methacrylate to obtain PAS. Their storage stabilities were studied by monitoring their bulk viscosities and acid numbers as a function of time and temperature. PAS was found to be less stable than PAA. Similar observations were made for amic acid compounds. PAA and PAS showed two-step thermal degradation in air and nitrogen.

Original language	English (US)
Pages (from-to)	299-308
Number of pages	10
Journal	Journal of Polymer Research
Volume	11
Issue number	4
DOIs	https://doi.org/10.1007/s10965-005-5490-2
State	Published - Jan 2005
Externally published	Yes

Keywords

Amic acid
Amic acid ionic salt
NMR studies
Polyamic acid
Polyamic acid ionic salt
Storage studies

ASJC Scopus subject areas

Polymers and Plastics
Organic Chemistry
Materials Chemistry

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10.1007/s10965-005-5490-2

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title = "Studies on ionic salt of polyamic acid and related compounds",

abstract = "Amie acid compound namely bisphthalamic acid of 2,2′-dimethyl-4, 4′-diaminobiphenyl (amic acid) and its ionic salt with 3-(dimethylamino)propyl methacrylate (amic acid salt) were synthesized and characterized by FT-IR, mass spectroscopy, NMR and DSC. Effect of temperature and water content on these compounds was studied by 1H-NMR and potentiometric titration. In the absence of added water, both amic acid and its ionic salt had undergone imidization followed by hydrolysis, which was attributed to the water formed as a result of an initial imidization reaction. Polyamic acid (PAA) was synthesized by reacting 4,4′-oxydiphthalic anhydride and 2,2′-dimethyl 4,4′-diaminobiphenyl (m-tolidine) in N-methyl-2-pyrrolidone, which was then reacted with 3-(dimethylamino)propyl methacrylate to obtain PAS. Their storage stabilities were studied by monitoring their bulk viscosities and acid numbers as a function of time and temperature. PAS was found to be less stable than PAA. Similar observations were made for amic acid compounds. PAA and PAS showed two-step thermal degradation in air and nitrogen.",

keywords = "Amic acid, Amic acid ionic salt, NMR studies, Polyamic acid, Polyamic acid ionic salt, Storage studies",

author = "Krishnan, {P. Santhana Gopala} and Vora, {Rohit H.} and Chung, {Tai Shung} and Uchimura, {Shun Ichiro} and Nori Sasaki",

year = "2005",

month = jan,

doi = "10.1007/s10965-005-5490-2",

language = "English (US)",

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AU - Krishnan, P. Santhana Gopala

AU - Vora, Rohit H.

AU - Chung, Tai Shung

AU - Uchimura, Shun Ichiro

AU - Sasaki, Nori

PY - 2005/1

Y1 - 2005/1

N2 - Amie acid compound namely bisphthalamic acid of 2,2′-dimethyl-4, 4′-diaminobiphenyl (amic acid) and its ionic salt with 3-(dimethylamino)propyl methacrylate (amic acid salt) were synthesized and characterized by FT-IR, mass spectroscopy, NMR and DSC. Effect of temperature and water content on these compounds was studied by 1H-NMR and potentiometric titration. In the absence of added water, both amic acid and its ionic salt had undergone imidization followed by hydrolysis, which was attributed to the water formed as a result of an initial imidization reaction. Polyamic acid (PAA) was synthesized by reacting 4,4′-oxydiphthalic anhydride and 2,2′-dimethyl 4,4′-diaminobiphenyl (m-tolidine) in N-methyl-2-pyrrolidone, which was then reacted with 3-(dimethylamino)propyl methacrylate to obtain PAS. Their storage stabilities were studied by monitoring their bulk viscosities and acid numbers as a function of time and temperature. PAS was found to be less stable than PAA. Similar observations were made for amic acid compounds. PAA and PAS showed two-step thermal degradation in air and nitrogen.

AB - Amie acid compound namely bisphthalamic acid of 2,2′-dimethyl-4, 4′-diaminobiphenyl (amic acid) and its ionic salt with 3-(dimethylamino)propyl methacrylate (amic acid salt) were synthesized and characterized by FT-IR, mass spectroscopy, NMR and DSC. Effect of temperature and water content on these compounds was studied by 1H-NMR and potentiometric titration. In the absence of added water, both amic acid and its ionic salt had undergone imidization followed by hydrolysis, which was attributed to the water formed as a result of an initial imidization reaction. Polyamic acid (PAA) was synthesized by reacting 4,4′-oxydiphthalic anhydride and 2,2′-dimethyl 4,4′-diaminobiphenyl (m-tolidine) in N-methyl-2-pyrrolidone, which was then reacted with 3-(dimethylamino)propyl methacrylate to obtain PAS. Their storage stabilities were studied by monitoring their bulk viscosities and acid numbers as a function of time and temperature. PAS was found to be less stable than PAA. Similar observations were made for amic acid compounds. PAA and PAS showed two-step thermal degradation in air and nitrogen.

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KW - Amic acid ionic salt

KW - NMR studies

KW - Polyamic acid

KW - Polyamic acid ionic salt

KW - Storage studies

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Studies on ionic salt of polyamic acid and related compounds

Abstract

Keywords

ASJC Scopus subject areas

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