Heterochain polyesters Ommunication 13. Polyesters of p-xylene-?,?'-diol

Korshak, V.V.; Виноградова, С. В.

doi:10.1007/bf00914231

Cited by 5 publications

(4 citation statements)

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“…25 PBDMS with a melting point of 103−108 °C was described first by Korshak et al obtained by polycondensation of succinic acid and BDM with lithium hydroxide as a catalyst. 26 In a similar process, the melting point was elevated to 108−115 °C using titanium(IV) isopropoxide as a catalyst. 27 The other route to oligomeric PBDMS was accessible by the reaction of succinic acid dichloride and 1,4-benzenedimethanol in pyridine, which yielded in a number average molecular weight (M n ) of 3290 g•mol −1 .…”

Section: ■ Introductionmentioning

confidence: 99%

“…1,4-Benzenedimethanol, the starting material for the synthesis of PBDMS, is easily accessible in large amounts and is already used for many applications in polymer synthesis. − Additionally, it can be obtained directly from the chemical recycling of PET by depolymerization to dimethyl terephthalate followed by hydrogenation . PBDMS with a melting point of 103–108 °C was described first by Korshak et al obtained by polycondensation of succinic acid and BDM with lithium hydroxide as a catalyst . In a similar process, the melting point was elevated to 108–115 °C using titanium(IV) isopropoxide as a catalyst .…”

Section: Introductionmentioning

confidence: 99%

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Fast Hydrolyzable Constitutional Isomer of Poly(butylene terephthalate) and Its Copolyesters with 1,4-Butanediol

Sehl

Eger

Himmelsbach

et al. 2021

ACS Appl. Polym. Mater.

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Fast hydrolyzable polyesters are promising candidates as biodegradable plastics degrading to carbon dioxide, water, and biomass in the presence of oxygen in a suitable environment. The rate-determining step of biodegradation is the fragmentation of polyesters to lower mass fragments by hydrolysis, which in the second step undergo bioassimilation. Polyesters with a balance of good mechanical properties and fast hydrolyzability are urgently needed as a sustainable solution to the problem of plastic pollution and persistent microplastics when used in packaging and agricultural applications. Aromatic polyesters, such as poly(butylene terephthalate) (PBT), are mechanically strong but require harsh hydrolysis conditions, making them nonbiodegradable. The trend is mostly the opposite for aliphatic polyesters. We present in this work an aromatic polyester, a constitutional isomer of PBT [poly(1,4-benzenedimethylene succinate) (PBDMS)], and its copolymers (PB x BDM y S) in which aliphatic ester units balance the mechanical, thermal, and hydrolysis properties. PBDMS was prepared from 1,4-benzenedimethanol (BDM) and succinic acid (S) via two-step polycondensation. Its copolyesters with 1,4-butanediol (B) as a comonomer are also presented. High-molecular-weight PBDMS showed a glass-transition temperature of 6 °C and a melting temperature around 100 °C, very high thermal stability, and melt processability. The structure−property relationship of such polyesters was intensively studied, focusing on the impact of molecular composition. The stress−strain behavior of these (co-)polyesters largely depended on the content of BDM and covered a wide range from ductile to elastic to brittle materials. The films of these polyesters showed much faster hydrolysis under basic conditions, making them promising for future detailed degradation studies under different environmental conditions.

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Section: ■ Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Fast Hydrolyzable Constitutional Isomer of Poly(butylene terephthalate) and Its Copolyesters with 1,4-Butanediol

Sehl

Eger

Himmelsbach

et al. 2021

ACS Appl. Polym. Mater.

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“…Impurities cause unequality between the two monomers, resulting in decrease of molecular weight. In polyester synthesis, hydroxycarboxylic acids are sometimes employed to maintain equality between two different functional groups. , These monomers are practically useful because they eliminate the need for precise weighing, especially in an industrial plant. In this study, we have designed a novel monomer having six-membered cyclic carbonate and fluorenylmethoxycarbonyl (Fmoc)-protected amino groups.…”

Section: Introductionmentioning

confidence: 99%

Self-Polyaddition of Six-Membered Cyclic Carbonate Having Fmoc-Protected Amino Group: Novel Synthetic Method of Polyhydroxyurethane

2001

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This article deals with the self-polyaddition of 3-(1,3-dioxan-2-one-5-yl)propyl 2-(9-fluorenylmethoxycarbonylamino)ethyl thioether by the deprotection of the 9-fluorenylmethyoxycarbonyl (Fmoc) group with N,N-diisopropylethylamine, 4-(dimethylamino)pyridine, or triethylamine as a novel synthetic method of a polyhydroxyurethane. The polymer with higher yields and M n's was obtained by using N,Ndiisopropylethylamine and 4-(dimethylamino)pyridine than triethylamine. Fmoc deprotection and stability of the cyclic carbonate group were elucidated to optimize the condition by using the model compounds, 3-cyclohexylpropyl 2-(9-fluorenylmethoxycarbonylamino)ethyl thioether and 3-(1,3-dioxan-2-one-5-yl)propyl ethyl thioether.

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“…EXPERIMENTAL 10,12-docosadiyne-1,22 diol and 5,7-dodecadiyne-1,12 diol were synthesized by oxidative coupling of 10-undecyne-1-ol and 5-hexyne-1-ol respectively as described by Hay [4]. Polyesters were synthesized by a modified version of the method described by Korshak, and Vinogradova [5]. Polyurethanes were synthesized by the two step method using hexamethylene diisocyanate as the diisocyanate and either 5,7-dodecadiyne-1,12 diol or 1,8-octane diol as the chain extender.…”

Section: Introductionmentioning

confidence: 99%

Diacetylene Containing Polyesters and Segmented Polyurethanes with Body Temperature Sensitive Thermochromic Transitions

Zemach

Rubner

1993

MRS Proc.

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Several diacetylene containing polyesters with thermochromic transitions at or around room temperature have been synthesized. Some of these polymers have been shown to be highly sensitive to body temperature, giving rise to either reversible or irreversible thermochromic changes, depending upon both the molecular structure and the processing conditions. By changing the structure and processing conditions, the thermochromic transition can be moved over a wide range of temperatures. Segmented polyurethanes using these diacetylene functionalized polyesters as soft segments and containing diacetylene groups in the hard segments have also been produced. Through a selective polymerization process, it is possible to selectively cross-polymerize the hard segment diacetylene groups or cross-polymerize both the hard and soft segments thereby making it possible to examine the effects of hard and soft segment crosslinking on mechanical properties.

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Heterochain polyesters Ommunication 13. Polyesters of p-xylene-?,?'-diol

Cited by 5 publications

References 0 publications

Fast Hydrolyzable Constitutional Isomer of Poly(butylene terephthalate) and Its Copolyesters with 1,4-Butanediol

Fast Hydrolyzable Constitutional Isomer of Poly(butylene terephthalate) and Its Copolyesters with 1,4-Butanediol

Self-Polyaddition of Six-Membered Cyclic Carbonate Having Fmoc-Protected Amino Group: Novel Synthetic Method of Polyhydroxyurethane

Diacetylene Containing Polyesters and Segmented Polyurethanes with Body Temperature Sensitive Thermochromic Transitions

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