Synthesis and properties of new polyarylates from 1,4-bis(4-carboxyphenoxy)naphthyl or 2,6-bis(4-carboxyphenoxy)naphthyl and various bisphenols

Liou, Guey‐Sheng; Chern, Yaw-Terng

doi:10.1002/(sici)1099-0518(19990301)37:5<645::aid-pola15>3.0.co;2-o

Cited by 17 publications

(8 citation statements)

References 14 publications

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“…The synthetic route is outlined in scheme 3. The characterization data of these diacids and diacid chlorides are similar to those reported previously [26,27,29,30].…”

Section: Figuresupporting

confidence: 86%

Unexpected Discovery of the Formation of High-Molecular-Weight Aromatic Polyamides from Unstoichiometric Diacyl Chloride/Diamine Components

Liou

Hsiao

2001

High Performance Polymers

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Two bis(ether-benzoyl chloride)s, 4,4 -(1,4-phenylenedioxy)dibenzoyl chloride (I) and 4,4 -(1,4-naphthalenedioxy)dibenzoyl chloride (II), were unexpectedly synthesized through nucleophilic substitution reaction of p-fluorobenzonitrile with 2-(6-oxido-6H-dibenz c,e 1,2 oxaphosphorin-6-yl)-1,4-benzenediol (1) and 2-(6-oxido-6H-dibenz c,e 1,2 oxaphosphorin-6-yl)-1,4-naphthalenediol (2), respectively, followed by hydrolysis and chlorination. A series of aromatic poly(ether-amide)s, having inherent viscosities of 0.65-0.99 dl g −1 , prepared by the low-temperature solution polycondensation from the diacid chloride I with various aromatic diamines in an initial feeding molar ratio of diamine:diacyl chloride of 1:1 and 1:1.55, respectively. All resultant poly(ether-amide)s showed high and similar inherent viscosity regardless of the great stoichiometric imbalance. The unexpected results could be attributed to the very slow dissolution rate of the diacid chloride I in the reaction solvents such as Nmethyl-2-pyrrolidone and N,N-dimethylacetamide.

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“…The synthetic route is outlined in scheme 3. The characterization data of these diacids and diacid chlorides are similar to those reported previously [26,27,29,30].…”

Section: Figuresupporting

confidence: 86%

Unexpected Discovery of the Formation of High-Molecular-Weight Aromatic Polyamides from Unstoichiometric Diacyl Chloride/Diamine Components

Liou

Hsiao

2001

High Performance Polymers

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“…[1][2][3][4] However, if polymers have rigid aromatic rings in the structure, the processability can be affected due mainly to the low solubility and high T g values. [5][6][7][8][9] Several structural changes have been proposed in order to improve the processability, increasing the solubility, decreasing the T g values but maintaining the thermal stability. The introduction of flexible units in the main chain, [10,11] or bulky side groups, [12] has been proposed as a solution to improve the mentioned properties.…”

Section: Introductionmentioning

confidence: 99%

Poly(amide-imide-esters) derived from asymmetric diacids and diphenols containing silicon or carbon as central atom. Synthesis, characterization and thermal studies

Tagle

Terraza

Tundidor‐Camba

et al. 2016

Designed Monomers and Polymers

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Poly(amide-imide-esters) (PAIEs) were obtained from a series of unsymmetrical diacids containing an amide and an imide group in the structure and diphenols containing Si or C as central atoms. The unsymmetrical diacids were obtained from trimellitic anhydride chloride which reacted with p-aminobenzoic acid, followed by the reaction of the resulting amide-imide acid with an amino acid such as glycine, L-alanine, L-valine, and p-aminobenzoic acid. The obtained monomeric diacids were polymerized with bisphenol-A and with the analogous bisphenol containing silicon as central atom to give PAIEs. These polymers were characterized by spectroscopic methods and their main properties such as solubility, molecular weight, glass transition, and thermal stability were studied in correlation with the presence of C or Si atoms in the bisphenol segment and with the amount of aromatic units in the diacid segment.

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“…However, most aromatic polyesters are difficult to process due to their high glass transition or melting temperature coupled with their insolubility in common organic solvents. [4][5][6][7][8][9][10] These factors often restrict their use in many applications. Thus, it appears to be very important that various structural changes have to be introduced in the polyester chain to obtain better solubility for processing.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, spectral and thermal characterization of polyester derived from 1,1-bis(4-hydroxyphenyl)cyclohexane

Latha

Natarajan

Krishnasamy

et al. 2013

High Performance Polymers

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A series of polyesters with pendant cyclohexane ring as a cardo group were synthesized by reacting 1,1-bis(4-hydroxyphenyl)cylcohexane (bisphenol-Z (BPZ)) with diacid chlorides. The molecular structures of the monomer and polymers were confirmed by spectral analyses. Thermal properties were studied using thermogravimetric analysis and differential scanning calorimetry. The thermogravimetric data revealed that the polymers are stable up to 190 C and start to degrade thereafter. The thermal stability initially increases with increase in spacer length and then decreases due to negative effects of the spacer. In the present study, Arrhenius, Broido and Horowitz-Metzger models have been used to calculate the degradation kinetic parameters.

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Synthesis and properties of new polyarylates from 1,4-bis(4-carboxyphenoxy)naphthyl or 2,6-bis(4-carboxyphenoxy)naphthyl and various bisphenols

Cited by 17 publications

References 14 publications

Unexpected Discovery of the Formation of High-Molecular-Weight Aromatic Polyamides from Unstoichiometric Diacyl Chloride/Diamine Components

Unexpected Discovery of the Formation of High-Molecular-Weight Aromatic Polyamides from Unstoichiometric Diacyl Chloride/Diamine Components

Poly(amide-imide-esters) derived from asymmetric diacids and diphenols containing silicon or carbon as central atom. Synthesis, characterization and thermal studies

Synthesis, spectral and thermal characterization of polyester derived from 1,1-bis(4-hydroxyphenyl)cyclohexane

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