Highly organosoluble and transparent polyamides containing cyclohexane and trifluoromethyl moieties: Synthesis and characterization

New aromatic diamine with cyclohexane moiety substituted with trifluoromethyl group in the side chain, 4,4’-(cyclohexane-1,4-diylbis(oxy))bis(3-(trifluoromethyl)aniline) (2), was successfully synthesized through the Williamson reaction of 1,4-cyclohexanediol and 2-chloro-5-nitrobenzotrifluoride, to...

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Format: Article
Language:English
Published: Budapest University of Technology and Economics 2009-11-01
Series:eXPRESS Polymer Letters
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Online Access:http://www.expresspolymlett.com/letolt.php?file=EPL-0001137&mi=cd
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description New aromatic diamine with cyclohexane moiety substituted with trifluoromethyl group in the side chain, 4,4’-(cyclohexane-1,4-diylbis(oxy))bis(3-(trifluoromethyl)aniline) (2), was successfully synthesized through the Williamson reaction of 1,4-cyclohexanediol and 2-chloro-5-nitrobenzotrifluoride, to yield the intermediate dinitro compound 1, followed by catalytic reduction with hydrazine and Pd/C to afford the diamine 2. This diamine monomer leads to a series of organic-soluble polyamides (4a–d) when reacted with different commercially available aromatic diacids (a–d) via a direct polycondensation with triphenyl phosphite and pyridine. The resulting polymers had inherent viscosities ranging from 0.89 to 1.29 dl/g. All the polymers showed outstanding solubility and could be easily dissolved in amide-type polar aprotic solvents and even dissolved in less polar solvents. All the polymers formed transparent, strong, and flexible films with tensile strengths of 54–68 MPa, Young’s moduli of 1.6–1.9 GPa, and elongations at break of 13.3–15.5%. These polyamide films have low dielectric constants of 2.15–2.88 at 1 MHz and low water absorptions of 1.96–2.84%. Wide-angle X-ray diffraction measurements revealed that these polyamides were amorphous in nature.
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institution Kabale University
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publisher Budapest University of Technology and Economics
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series eXPRESS Polymer Letters
spelling doaj-art-93b045fb9382444fa973020199cc71ab2025-08-20T03:56:59ZengBudapest University of Technology and EconomicseXPRESS Polymer Letters1788-618X2009-11-0131170371210.3144/expresspolymlett.2009.88Highly organosoluble and transparent polyamides containing cyclohexane and trifluoromethyl moieties: Synthesis and characterizationNew aromatic diamine with cyclohexane moiety substituted with trifluoromethyl group in the side chain, 4,4’-(cyclohexane-1,4-diylbis(oxy))bis(3-(trifluoromethyl)aniline) (2), was successfully synthesized through the Williamson reaction of 1,4-cyclohexanediol and 2-chloro-5-nitrobenzotrifluoride, to yield the intermediate dinitro compound 1, followed by catalytic reduction with hydrazine and Pd/C to afford the diamine 2. This diamine monomer leads to a series of organic-soluble polyamides (4a–d) when reacted with different commercially available aromatic diacids (a–d) via a direct polycondensation with triphenyl phosphite and pyridine. The resulting polymers had inherent viscosities ranging from 0.89 to 1.29 dl/g. All the polymers showed outstanding solubility and could be easily dissolved in amide-type polar aprotic solvents and even dissolved in less polar solvents. All the polymers formed transparent, strong, and flexible films with tensile strengths of 54–68 MPa, Young’s moduli of 1.6–1.9 GPa, and elongations at break of 13.3–15.5%. These polyamide films have low dielectric constants of 2.15–2.88 at 1 MHz and low water absorptions of 1.96–2.84%. Wide-angle X-ray diffraction measurements revealed that these polyamides were amorphous in nature.http://www.expresspolymlett.com/letolt.php?file=EPL-0001137&mi=cdPolymer synthesis, molecular esolubilityoptical transparencydielectric constant
spellingShingle Highly organosoluble and transparent polyamides containing cyclohexane and trifluoromethyl moieties: Synthesis and characterization
eXPRESS Polymer Letters
Polymer synthesis, molecular e
solubility
optical transparency
dielectric constant
title Highly organosoluble and transparent polyamides containing cyclohexane and trifluoromethyl moieties: Synthesis and characterization
title_full Highly organosoluble and transparent polyamides containing cyclohexane and trifluoromethyl moieties: Synthesis and characterization
title_fullStr Highly organosoluble and transparent polyamides containing cyclohexane and trifluoromethyl moieties: Synthesis and characterization
title_full_unstemmed Highly organosoluble and transparent polyamides containing cyclohexane and trifluoromethyl moieties: Synthesis and characterization
title_short Highly organosoluble and transparent polyamides containing cyclohexane and trifluoromethyl moieties: Synthesis and characterization
title_sort highly organosoluble and transparent polyamides containing cyclohexane and trifluoromethyl moieties synthesis and characterization
topic Polymer synthesis, molecular e
solubility
optical transparency
dielectric constant
url http://www.expresspolymlett.com/letolt.php?file=EPL-0001137&mi=cd