Thermomechanical and optical properties of molecularly controlled polyimides derived from ester derivatives

Ki Ho Nam, Hyeonil Kim, Hoi Kil Choi, Hyeonuk Yeo, Munju Goh, Jaesang Yu, Jae Ryang Hahn, Haksoo Han, Bon Cheol Ku, Nam Ho You

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

New diamines for high-performance poly(ester imide)s (PEsIs) containing dimethyl groups at the ortho-position of amino groups and ester derivatives have been developed to improve optical transparency and glass transition temperature (Tg) while maintaining a low coefficient of thermal expansion (CTE). Four kinds of PEsIs derived from bis(4-amino-3,5-dimethylphenyl) terephthalate (BADMT) and aromatic dianhydrides such as 1,2,4,5-benzenetetracarboxylic dianhydride (PMDA), 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA), 4,4’-oxydiphthalic anhydride (ODPA), and 4,4'-(hexafluoroisopropylidene)diphthalic (6FDA) were synthesized via a two-step polycondensation. All PEsIs exhibited outstanding properties, such as light color, a good transmittance of >90% at 550 nm, high Tg above 289 °C and 5% weight loss temperature (483–511 °C), and low CTE (11–68 ppm/°C). The effect of the substituent on molecular packing and properties, including optical and thermomechanical properties for the resulting PEsIs were examined in detail. The temperature-dependent CTE of the PEsIs was determined using molecular dynamics (MD) simulation. The molecular orbital (MO) calculation models support the discussions on the electronic substituent effect of the PEsI main chains. Our molecular architecture and systematic property studies with MD and MO promote a better understanding of the polyimides.

Original languageEnglish
Pages (from-to)502-512
Number of pages11
JournalPolymer
Volume108
DOIs
Publication statusPublished - 2017 Jan 13

Fingerprint

Polyimides
Thermal expansion
Esters
Optical properties
Molecular orbitals
Derivatives
Molecular dynamics
Imides
Orbital calculations
Diamines
Anhydrides
Polycondensation
Transparency
Color
Temperature
Computer simulation

All Science Journal Classification (ASJC) codes

  • Organic Chemistry
  • Polymers and Plastics

Cite this

Nam, Ki Ho ; Kim, Hyeonil ; Choi, Hoi Kil ; Yeo, Hyeonuk ; Goh, Munju ; Yu, Jaesang ; Hahn, Jae Ryang ; Han, Haksoo ; Ku, Bon Cheol ; You, Nam Ho. / Thermomechanical and optical properties of molecularly controlled polyimides derived from ester derivatives. In: Polymer. 2017 ; Vol. 108. pp. 502-512.
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abstract = "New diamines for high-performance poly(ester imide)s (PEsIs) containing dimethyl groups at the ortho-position of amino groups and ester derivatives have been developed to improve optical transparency and glass transition temperature (Tg) while maintaining a low coefficient of thermal expansion (CTE). Four kinds of PEsIs derived from bis(4-amino-3,5-dimethylphenyl) terephthalate (BADMT) and aromatic dianhydrides such as 1,2,4,5-benzenetetracarboxylic dianhydride (PMDA), 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA), 4,4’-oxydiphthalic anhydride (ODPA), and 4,4'-(hexafluoroisopropylidene)diphthalic (6FDA) were synthesized via a two-step polycondensation. All PEsIs exhibited outstanding properties, such as light color, a good transmittance of >90{\%} at 550 nm, high Tg above 289 °C and 5{\%} weight loss temperature (483–511 °C), and low CTE (11–68 ppm/°C). The effect of the substituent on molecular packing and properties, including optical and thermomechanical properties for the resulting PEsIs were examined in detail. The temperature-dependent CTE of the PEsIs was determined using molecular dynamics (MD) simulation. The molecular orbital (MO) calculation models support the discussions on the electronic substituent effect of the PEsI main chains. Our molecular architecture and systematic property studies with MD and MO promote a better understanding of the polyimides.",
author = "Nam, {Ki Ho} and Hyeonil Kim and Choi, {Hoi Kil} and Hyeonuk Yeo and Munju Goh and Jaesang Yu and Hahn, {Jae Ryang} and Haksoo Han and Ku, {Bon Cheol} and You, {Nam Ho}",
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Nam, KH, Kim, H, Choi, HK, Yeo, H, Goh, M, Yu, J, Hahn, JR, Han, H, Ku, BC & You, NH 2017, 'Thermomechanical and optical properties of molecularly controlled polyimides derived from ester derivatives', Polymer, vol. 108, pp. 502-512. https://doi.org/10.1016/j.polymer.2016.11.062

Thermomechanical and optical properties of molecularly controlled polyimides derived from ester derivatives. / Nam, Ki Ho; Kim, Hyeonil; Choi, Hoi Kil; Yeo, Hyeonuk; Goh, Munju; Yu, Jaesang; Hahn, Jae Ryang; Han, Haksoo; Ku, Bon Cheol; You, Nam Ho.

In: Polymer, Vol. 108, 13.01.2017, p. 502-512.

Research output: Contribution to journalArticle

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T1 - Thermomechanical and optical properties of molecularly controlled polyimides derived from ester derivatives

AU - Nam, Ki Ho

AU - Kim, Hyeonil

AU - Choi, Hoi Kil

AU - Yeo, Hyeonuk

AU - Goh, Munju

AU - Yu, Jaesang

AU - Hahn, Jae Ryang

AU - Han, Haksoo

AU - Ku, Bon Cheol

AU - You, Nam Ho

PY - 2017/1/13

Y1 - 2017/1/13

N2 - New diamines for high-performance poly(ester imide)s (PEsIs) containing dimethyl groups at the ortho-position of amino groups and ester derivatives have been developed to improve optical transparency and glass transition temperature (Tg) while maintaining a low coefficient of thermal expansion (CTE). Four kinds of PEsIs derived from bis(4-amino-3,5-dimethylphenyl) terephthalate (BADMT) and aromatic dianhydrides such as 1,2,4,5-benzenetetracarboxylic dianhydride (PMDA), 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA), 4,4’-oxydiphthalic anhydride (ODPA), and 4,4'-(hexafluoroisopropylidene)diphthalic (6FDA) were synthesized via a two-step polycondensation. All PEsIs exhibited outstanding properties, such as light color, a good transmittance of >90% at 550 nm, high Tg above 289 °C and 5% weight loss temperature (483–511 °C), and low CTE (11–68 ppm/°C). The effect of the substituent on molecular packing and properties, including optical and thermomechanical properties for the resulting PEsIs were examined in detail. The temperature-dependent CTE of the PEsIs was determined using molecular dynamics (MD) simulation. The molecular orbital (MO) calculation models support the discussions on the electronic substituent effect of the PEsI main chains. Our molecular architecture and systematic property studies with MD and MO promote a better understanding of the polyimides.

AB - New diamines for high-performance poly(ester imide)s (PEsIs) containing dimethyl groups at the ortho-position of amino groups and ester derivatives have been developed to improve optical transparency and glass transition temperature (Tg) while maintaining a low coefficient of thermal expansion (CTE). Four kinds of PEsIs derived from bis(4-amino-3,5-dimethylphenyl) terephthalate (BADMT) and aromatic dianhydrides such as 1,2,4,5-benzenetetracarboxylic dianhydride (PMDA), 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA), 4,4’-oxydiphthalic anhydride (ODPA), and 4,4'-(hexafluoroisopropylidene)diphthalic (6FDA) were synthesized via a two-step polycondensation. All PEsIs exhibited outstanding properties, such as light color, a good transmittance of >90% at 550 nm, high Tg above 289 °C and 5% weight loss temperature (483–511 °C), and low CTE (11–68 ppm/°C). The effect of the substituent on molecular packing and properties, including optical and thermomechanical properties for the resulting PEsIs were examined in detail. The temperature-dependent CTE of the PEsIs was determined using molecular dynamics (MD) simulation. The molecular orbital (MO) calculation models support the discussions on the electronic substituent effect of the PEsI main chains. Our molecular architecture and systematic property studies with MD and MO promote a better understanding of the polyimides.

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