Aliphatic diacidic long-chain C16 polyesters from 10,16-dihydroxyhexadecanoic acid obtained from tomato residual wastes

Daniel Arrieta-Baez; José Vicente Hernández Ortíz; José Campos Terán; Eduardo Torres; Mayra Beatriz Gómez-Patiño

doi:10.3390/molecules24081524

Aliphatic diacidic long-chain C16 polyesters from 10,16-dihydroxyhexadecanoic acid obtained from tomato residual wastes

Daniel Arrieta-Baez, José Vicente Hernández Ortíz, José Campos Terán, Eduardo Torres, Mayra Beatriz Gómez-Patiño

Centro de Nanociencias y Micro y Nanotecnologías (CNMN)

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

4 Scopus citations

Abstract

10,16-dihydroxyhexadecanoic acid obtained from agroresidual tomato waste, was oxidized to produce 7-oxohexadecanedioic acid in good yield (>70%) and purified without oxidation side products in one step. Polycondensation with 1,8-octanediol, yielded the polyester (poly(ω-carboxyl PA-co-OD)) with M_w = 2155.15 and M_n = 1637.27. The best enzymatic reaction conditions to get the polyester were using lipase CAL-B (%-by-wt relative to monomer) in toluene as a solvent for 1 h at 60 ^◦C. The poly(ω-carboxyl PA-co-OD) was characterized by ¹H- and ¹³C-NMR, mass spectrometry (MALDI-TOF) and the polyester film formed with a Langmuir-Blodgett Trough was analyzed by means of spectroscopic ellipsometry and atomic force microscopy.

Original language	English
Article number	1524
Journal	Molecules
Volume	24
Issue number	8
DOIs	https://doi.org/10.3390/molecules24081524
State	Published - 17 Apr 2019

Keywords

Agroresidual waste
Lipases
MALDI-TOF
Polyesters
Tomato

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10.3390/molecules24081524

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title = "Aliphatic diacidic long-chain C16 polyesters from 10,16-dihydroxyhexadecanoic acid obtained from tomato residual wastes",

abstract = "10,16-dihydroxyhexadecanoic acid obtained from agroresidual tomato waste, was oxidized to produce 7-oxohexadecanedioic acid in good yield (>70%) and purified without oxidation side products in one step. Polycondensation with 1,8-octanediol, yielded the polyester (poly(ω-carboxyl PA-co-OD)) with Mw = 2155.15 and Mn = 1637.27. The best enzymatic reaction conditions to get the polyester were using lipase CAL-B (%-by-wt relative to monomer) in toluene as a solvent for 1 h at 60 ◦C. The poly(ω-carboxyl PA-co-OD) was characterized by 1H- and 13C-NMR, mass spectrometry (MALDI-TOF) and the polyester film formed with a Langmuir-Blodgett Trough was analyzed by means of spectroscopic ellipsometry and atomic force microscopy.",

keywords = "Agroresidual waste, Lipases, MALDI-TOF, Polyesters, Tomato",

author = "Daniel Arrieta-Baez and {Hern{\'a}ndez Ort{\'i}z}, {Jos{\'e} Vicente} and Ter{\'a}n, {Jos{\'e} Campos} and Eduardo Torres and G{\'o}mez-Pati{\~n}o, {Mayra Beatriz}",

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year = "2019",

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day = "17",

doi = "10.3390/molecules24081524",

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T1 - Aliphatic diacidic long-chain C16 polyesters from 10,16-dihydroxyhexadecanoic acid obtained from tomato residual wastes

AU - Arrieta-Baez, Daniel

AU - Hernández Ortíz, José Vicente

AU - Terán, José Campos

AU - Torres, Eduardo

AU - Gómez-Patiño, Mayra Beatriz

PY - 2019/4/17

Y1 - 2019/4/17

N2 - 10,16-dihydroxyhexadecanoic acid obtained from agroresidual tomato waste, was oxidized to produce 7-oxohexadecanedioic acid in good yield (>70%) and purified without oxidation side products in one step. Polycondensation with 1,8-octanediol, yielded the polyester (poly(ω-carboxyl PA-co-OD)) with Mw = 2155.15 and Mn = 1637.27. The best enzymatic reaction conditions to get the polyester were using lipase CAL-B (%-by-wt relative to monomer) in toluene as a solvent for 1 h at 60 ◦C. The poly(ω-carboxyl PA-co-OD) was characterized by 1H- and 13C-NMR, mass spectrometry (MALDI-TOF) and the polyester film formed with a Langmuir-Blodgett Trough was analyzed by means of spectroscopic ellipsometry and atomic force microscopy.

AB - 10,16-dihydroxyhexadecanoic acid obtained from agroresidual tomato waste, was oxidized to produce 7-oxohexadecanedioic acid in good yield (>70%) and purified without oxidation side products in one step. Polycondensation with 1,8-octanediol, yielded the polyester (poly(ω-carboxyl PA-co-OD)) with Mw = 2155.15 and Mn = 1637.27. The best enzymatic reaction conditions to get the polyester were using lipase CAL-B (%-by-wt relative to monomer) in toluene as a solvent for 1 h at 60 ◦C. The poly(ω-carboxyl PA-co-OD) was characterized by 1H- and 13C-NMR, mass spectrometry (MALDI-TOF) and the polyester film formed with a Langmuir-Blodgett Trough was analyzed by means of spectroscopic ellipsometry and atomic force microscopy.

KW - Agroresidual waste

KW - Lipases

KW - MALDI-TOF

KW - Polyesters

KW - Tomato

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DO - 10.3390/molecules24081524

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C2 - 30999714

AN - SCOPUS:85064878274

SN - 1420-3049

VL - 24

JO - Molecules

JF - Molecules

IS - 8

M1 - 1524

ER -

Aliphatic diacidic long-chain C16 polyesters from 10,16-dihydroxyhexadecanoic acid obtained from tomato residual wastes

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