Hydroxylation of pendant vinyl groups of poly(3-hydroxy undec-10-enoate) in high yield

Mehmet S. Eroǧlu; Baki Hazer; Turan Ozturk; Tuncer Caykara

doi:10.1002/app.21943

Hydroxylation of pendant vinyl groups of poly(3-hydroxy undec-10-enoate) in high yield

Mehmet S. Eroǧlu^*, Baki Hazer, Turan Ozturk, Tuncer Caykara

^*Corresponding author for this work

Department of Chemistry

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

35 Citations (Scopus)

Abstract

Poly(3-hydroxy undec-10-enoate) (PHU) was synthesized by feeding Pseudomonas oleovarans with 10-undecenoic acid and nearly 100% hydroxylation of double bonds of PHU was achieved by hydroboration-oxidation reaction using 9-borobicyclononane. The disappearance of vinyl signals of PHU in proton and ¹³C NMR spectra was observed. Acetylation of hydroxylated PHU was conducted for molecular weight measurements. Molecular weight and polydispersity of hydroxylated PHU were found to be 10,000 and 1.23, respectively, while that of the originals was 32,000 and 2.42. Decomposition temperatures of original and hydroxylated PHU were 280 and 200°C, respectively.

Original language	English
Pages (from-to)	2132-2139
Number of pages	8
Journal	Journal of Applied Polymer Science
Volume	97
Issue number	5
DOIs	https://doi.org/10.1002/app.21943
Publication status	Published - 5 Sept 2005

Keywords

Biopolyesters
PHAs
PHU

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10.1002/app.21943

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title = "Hydroxylation of pendant vinyl groups of poly(3-hydroxy undec-10-enoate) in high yield",

abstract = "Poly(3-hydroxy undec-10-enoate) (PHU) was synthesized by feeding Pseudomonas oleovarans with 10-undecenoic acid and nearly 100% hydroxylation of double bonds of PHU was achieved by hydroboration-oxidation reaction using 9-borobicyclononane. The disappearance of vinyl signals of PHU in proton and 13C NMR spectra was observed. Acetylation of hydroxylated PHU was conducted for molecular weight measurements. Molecular weight and polydispersity of hydroxylated PHU were found to be 10,000 and 1.23, respectively, while that of the originals was 32,000 and 2.42. Decomposition temperatures of original and hydroxylated PHU were 280 and 200°C, respectively.",

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author = "Eroǧlu, {Mehmet S.} and Baki Hazer and Turan Ozturk and Tuncer Caykara",

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T1 - Hydroxylation of pendant vinyl groups of poly(3-hydroxy undec-10-enoate) in high yield

AU - Eroǧlu, Mehmet S.

AU - Hazer, Baki

AU - Ozturk, Turan

AU - Caykara, Tuncer

PY - 2005/9/5

Y1 - 2005/9/5

N2 - Poly(3-hydroxy undec-10-enoate) (PHU) was synthesized by feeding Pseudomonas oleovarans with 10-undecenoic acid and nearly 100% hydroxylation of double bonds of PHU was achieved by hydroboration-oxidation reaction using 9-borobicyclononane. The disappearance of vinyl signals of PHU in proton and 13C NMR spectra was observed. Acetylation of hydroxylated PHU was conducted for molecular weight measurements. Molecular weight and polydispersity of hydroxylated PHU were found to be 10,000 and 1.23, respectively, while that of the originals was 32,000 and 2.42. Decomposition temperatures of original and hydroxylated PHU were 280 and 200°C, respectively.

AB - Poly(3-hydroxy undec-10-enoate) (PHU) was synthesized by feeding Pseudomonas oleovarans with 10-undecenoic acid and nearly 100% hydroxylation of double bonds of PHU was achieved by hydroboration-oxidation reaction using 9-borobicyclononane. The disappearance of vinyl signals of PHU in proton and 13C NMR spectra was observed. Acetylation of hydroxylated PHU was conducted for molecular weight measurements. Molecular weight and polydispersity of hydroxylated PHU were found to be 10,000 and 1.23, respectively, while that of the originals was 32,000 and 2.42. Decomposition temperatures of original and hydroxylated PHU were 280 and 200°C, respectively.

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KW - PHAs

KW - PHU

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DO - 10.1002/app.21943

M3 - Article

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JO - Journal of Applied Polymer Science

JF - Journal of Applied Polymer Science

IS - 5

ER -

Hydroxylation of pendant vinyl groups of poly(3-hydroxy undec-10-enoate) in high yield

Abstract

Keywords

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