Candida antarctica lipase B-catalyzed synthesis of poly(butylene succinate): shorter chain building blocks also work. Biomacromolecules 2006;7:3093–7. Author's personal copy Y. Yu et al. / Process Biochemistry 47

Lipase catalysis was successfully employed to synthesize high molecular weight poly(butylene succinate) (PBS). Attempts to copolymerize succinic acid with 1,4-butanediol were unsuccessful due to phase separation of the reactants. To circumvent this problem, monophasic reaction mixtures were prepared...

Full description

Bibliographic Details
Main Authors: Himanshu Azim, Alex Dekhterman, Zhaozhong Jiang, Richard A Gross
Other Authors: The Pennsylvania State University CiteSeerX Archives
Format: Text
Language:English
Published: 2012
Subjects:
Online Access:http://citeseerx.ist.psu.edu/viewdoc/summary?doi=10.1.1.1084.7684
http://homepages.rpi.edu/%7Egrossr/_doc/publication/Biomacromolecules%202006%207%203093%20bm060574h.pdf
id ftciteseerx:oai:CiteSeerX.psu:10.1.1.1084.7684
record_format openpolar
spelling ftciteseerx:oai:CiteSeerX.psu:10.1.1.1084.7684 2023-05-15T13:59:47+02:00 Candida antarctica lipase B-catalyzed synthesis of poly(butylene succinate): shorter chain building blocks also work. Biomacromolecules 2006;7:3093–7. Author's personal copy Y. Yu et al. / Process Biochemistry 47 Himanshu Azim Alex Dekhterman Zhaozhong Jiang Richard A Gross The Pennsylvania State University CiteSeerX Archives 2012 application/pdf http://citeseerx.ist.psu.edu/viewdoc/summary?doi=10.1.1.1084.7684 http://homepages.rpi.edu/%7Egrossr/_doc/publication/Biomacromolecules%202006%207%203093%20bm060574h.pdf en eng http://citeseerx.ist.psu.edu/viewdoc/summary?doi=10.1.1.1084.7684 http://homepages.rpi.edu/%7Egrossr/_doc/publication/Biomacromolecules%202006%207%203093%20bm060574h.pdf Metadata may be used without restrictions as long as the oai identifier remains attached to it. http://homepages.rpi.edu/%7Egrossr/_doc/publication/Biomacromolecules%202006%207%203093%20bm060574h.pdf text 2012 ftciteseerx 2020-05-03T00:30:58Z Lipase catalysis was successfully employed to synthesize high molecular weight poly(butylene succinate) (PBS). Attempts to copolymerize succinic acid with 1,4-butanediol were unsuccessful due to phase separation of the reactants. To circumvent this problem, monophasic reaction mixtures were prepared from diethyl succinate and 1,4-butanediol. The reactions were studied in bulk as well as in solution. Of the organic solvents evaluated, diphenyl ether was preferred, giving higher molecular weight products. After 24 h in diphenyl ether, polymerizations at 60, 70, 80, and 90°C yielded PBS with M n of 2000, 4000, 8000, and 7000, respectively. Further increase in reaction time to 72 h resulted in little or no further increase in M n . However, increasing the reaction time produced PBS with extraordinarily low M w /M n due to the diffusion and reaction between low-molecular weight oligomers and chains that occurs at a greater frequency than interchain transesterification. Time-course studies and visual observation of polymerizations at 80°C revealed PBS precipitates at 5 to 10 h, limiting the growth of chains. To maintain a monophasic reaction mixture, the polymerization temperature was increased from 80 to 95°C after 21 h. The result was an increase in the PBS molecular weight to M w ) 38 000 (M w /M n ) 1.39). This work paves the way for the synthesis of PBS macromers and polymers that contain variable quantities of monomers with chemically sensitive moieties (e.g., silicone, epoxy, vinyl). Furthermore, this study established the feasibility of using lipase catalysis to prepare polyesters from R,ω-linear aliphatic diethyl ester/diol monomers with less than six carbons. Text Antarc* Antarctica Unknown
institution Open Polar
collection Unknown
op_collection_id ftciteseerx
language English
description Lipase catalysis was successfully employed to synthesize high molecular weight poly(butylene succinate) (PBS). Attempts to copolymerize succinic acid with 1,4-butanediol were unsuccessful due to phase separation of the reactants. To circumvent this problem, monophasic reaction mixtures were prepared from diethyl succinate and 1,4-butanediol. The reactions were studied in bulk as well as in solution. Of the organic solvents evaluated, diphenyl ether was preferred, giving higher molecular weight products. After 24 h in diphenyl ether, polymerizations at 60, 70, 80, and 90°C yielded PBS with M n of 2000, 4000, 8000, and 7000, respectively. Further increase in reaction time to 72 h resulted in little or no further increase in M n . However, increasing the reaction time produced PBS with extraordinarily low M w /M n due to the diffusion and reaction between low-molecular weight oligomers and chains that occurs at a greater frequency than interchain transesterification. Time-course studies and visual observation of polymerizations at 80°C revealed PBS precipitates at 5 to 10 h, limiting the growth of chains. To maintain a monophasic reaction mixture, the polymerization temperature was increased from 80 to 95°C after 21 h. The result was an increase in the PBS molecular weight to M w ) 38 000 (M w /M n ) 1.39). This work paves the way for the synthesis of PBS macromers and polymers that contain variable quantities of monomers with chemically sensitive moieties (e.g., silicone, epoxy, vinyl). Furthermore, this study established the feasibility of using lipase catalysis to prepare polyesters from R,ω-linear aliphatic diethyl ester/diol monomers with less than six carbons.
author2 The Pennsylvania State University CiteSeerX Archives
format Text
author Himanshu Azim
Alex Dekhterman
Zhaozhong Jiang
Richard A Gross
spellingShingle Himanshu Azim
Alex Dekhterman
Zhaozhong Jiang
Richard A Gross
Candida antarctica lipase B-catalyzed synthesis of poly(butylene succinate): shorter chain building blocks also work. Biomacromolecules 2006;7:3093–7. Author's personal copy Y. Yu et al. / Process Biochemistry 47
author_facet Himanshu Azim
Alex Dekhterman
Zhaozhong Jiang
Richard A Gross
author_sort Himanshu Azim
title Candida antarctica lipase B-catalyzed synthesis of poly(butylene succinate): shorter chain building blocks also work. Biomacromolecules 2006;7:3093–7. Author's personal copy Y. Yu et al. / Process Biochemistry 47
title_short Candida antarctica lipase B-catalyzed synthesis of poly(butylene succinate): shorter chain building blocks also work. Biomacromolecules 2006;7:3093–7. Author's personal copy Y. Yu et al. / Process Biochemistry 47
title_full Candida antarctica lipase B-catalyzed synthesis of poly(butylene succinate): shorter chain building blocks also work. Biomacromolecules 2006;7:3093–7. Author's personal copy Y. Yu et al. / Process Biochemistry 47
title_fullStr Candida antarctica lipase B-catalyzed synthesis of poly(butylene succinate): shorter chain building blocks also work. Biomacromolecules 2006;7:3093–7. Author's personal copy Y. Yu et al. / Process Biochemistry 47
title_full_unstemmed Candida antarctica lipase B-catalyzed synthesis of poly(butylene succinate): shorter chain building blocks also work. Biomacromolecules 2006;7:3093–7. Author's personal copy Y. Yu et al. / Process Biochemistry 47
title_sort candida antarctica lipase b-catalyzed synthesis of poly(butylene succinate): shorter chain building blocks also work. biomacromolecules 2006;7:3093–7. author's personal copy y. yu et al. / process biochemistry 47
publishDate 2012
url http://citeseerx.ist.psu.edu/viewdoc/summary?doi=10.1.1.1084.7684
http://homepages.rpi.edu/%7Egrossr/_doc/publication/Biomacromolecules%202006%207%203093%20bm060574h.pdf
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_source http://homepages.rpi.edu/%7Egrossr/_doc/publication/Biomacromolecules%202006%207%203093%20bm060574h.pdf
op_relation http://citeseerx.ist.psu.edu/viewdoc/summary?doi=10.1.1.1084.7684
http://homepages.rpi.edu/%7Egrossr/_doc/publication/Biomacromolecules%202006%207%203093%20bm060574h.pdf
op_rights Metadata may be used without restrictions as long as the oai identifier remains attached to it.
_version_ 1766268613904302080