Synthesis of four- and six-armed star-shaped polycarbonates by immortal alternating copolymerization of CO2 and propylene oxide

2016 ◽  
Vol 7 (23) ◽  
pp. 3906-3912 ◽  
Author(s):  
Hiroshi Sugimoto ◽  
Hidetoshi Goto ◽  
Satoshi Honda ◽  
Rumi Yamada ◽  
Yoshihisa Manabe ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Carboxylic Acids ◽  
Propylene Carbonate ◽  
Propylene Oxide ◽  
Poly Propylene ◽  
Alternating Copolymerization

A series of four- and six-armed star-shaped poly(propylene carbonate)s (PPCs) have successfully been synthesized by carbon dioxide (CO2)–propylene oxide (PO) immortal alternating copolymerization initiated either from tetra- or hexa-functional carboxylic acids.

Chiral salenCo(iii) complexes with bulky substituents as catalysts for stereoselective alternating copolymerization of racemic propylene oxide with carbon dioxide and succinic anhydride

2021 ◽  
Vol 12 (12) ◽  
pp. 1776-1786
Author(s):  
Zhou Wang ◽  
Ying Mu
Keyword(s):  
Carbon Dioxide ◽  
Propylene Carbonate ◽  
Propylene Oxide ◽  
Succinic Anhydride ◽  
Poly Propylene ◽  
Alternating Copolymerization

Stereoregular poly(propylene carbonate)s and poly(propylene succinate-block-carbonate)s were synthesized with new chiral salenCo(iii) catalysts carrying bulky substituents.

scholarly journals Tertiary Amines Paired with Trialkyl Boranes: A Simple Organocatalyst for Fully Alternating Copolymerization of Carbon Dioxide and Propylene Oxide

2020 ◽  
Author(s):  
Xing-Hong Zhang
Keyword(s):  
Carbon Dioxide ◽  
Small Molecules ◽  
Propylene Oxide ◽  
Average Molecular Weight ◽  
Tertiary Amines ◽  
Carbon Dioxide Co2 ◽  
Poly Propylene ◽  
Alternating Copolymerization ◽  
Completely Alternating ◽  
Huge Challenge

Metal-free synthesis of fully alternating polycarbonates from carbon dioxide (CO2) and epoxides is highly desired but a huge challenge. Here, we disclose the combination of tertiary amines with trialkyl boranes for completely alternating copolymerization of CO2 with epoxides. Triethylamine (TEA) pairing with triethyl borane (TEB), the simplest catalyst for the copolymerization of CO2 and propylene oxide (PO), afforded fully alternating poly(propylene carbonate) (PPC) with a turnover frequency (TOF) of 54 h-1 at 60 oC. Remarkably, diamine such as, N,N,N',N'-tetraethylethylenediamine (TEED) and triamine such as N,N,N',N'',N''-pentamethyldiethylene triamine (PMDETA) pairing with TEB exhibited improved the copolymer selectivity of up to 99%. Supplementally, the effect of trialkylborane structure on the copolymerization were also investigated. Moreover, PPCs prepared from these tertiary amines/ trialkyl boranes Lewis pairs showed the head-to-tail diad content of around 80%. The number-average molecular weight of PPC was up to 56.0 kg/mol with narrow distribution (Đ =1.16) and could be easily adjusted by simply varying the feeding ratios. The 1H NMR spectra and MALDI-TOF-MS spectra suggest that both tertiary amine-activating CO2 and TEB-masked end anions cooperatively promote the fully alternating CO2/epoxide copolymerization. This work provides an organocatalytic platform for well-defined CO2/epoxide copolymers using simple small molecules with high atomic utilization.<br>

Stereocomplex of Poly(propylene carbonate): Synthesis of Stereogradient Poly(propylene carbonate) by Regio- and Enantioselective Copolymerization of Propylene Oxide with Carbon Dioxide

2011 ◽  
Vol 123 (21) ◽  
pp. 4970-4973 ◽  
Author(s):  
Koji Nakano ◽  
Shinichi Hashimoto ◽  
Mitsuru Nakamura ◽  
Toshihiro Kamada ◽  
Kyoko Nozaki
Keyword(s):  
Carbon Dioxide ◽  
Propylene Carbonate ◽  
Propylene Oxide ◽  
Poly Propylene

Aluminum porphyrin complexes via delicate ligand design: emerging efficient catalysts for high molecular weight poly(propylene carbonate)

RSC Advances ◽  
2014 ◽  
Vol 4 (96) ◽  
pp. 54043-54050 ◽  
Author(s):  
Xingfeng Sheng ◽  
Yong Wang ◽  
Yusheng Qin ◽  
Xianhong Wang ◽  
Fosong Wang
Keyword(s):  
Carbon Dioxide ◽  
Molecular Weight ◽  
High Molecular Weight ◽  
Propylene Carbonate ◽  
Propylene Oxide ◽  
Ligand Design ◽  
Poly Propylene ◽  
High Molecular Weight Poly

Due to the deep concern over residual, toxic cobalt or chromium, bifunctional aluminum porphyrin complexes were prepared to catalyze the copolymerization of propylene oxide and carbon dioxide.

Biological affinity and biodegradability of poly(propylene carbonate) prepared from copolymerization of carbon dioxide with propylene oxide

2008 ◽  
Vol 16 (5) ◽  
pp. 473-480 ◽  
Author(s):  
Gahee Kim ◽  
Moonhor Ree ◽  
Heesoo Kim ◽  
Ik Jung Kim ◽  
Jung Ran Kim ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Propylene Carbonate ◽  
Propylene Oxide ◽  
Biological Affinity ◽  
Poly Propylene

scholarly journals Tertiary Amines Paired with Trialkyl Boranes: A Simple Organocatalyst for Fully Alternating Copolymerization of Carbon Dioxide and Propylene Oxide

2020 ◽  
Author(s):  
Xing-Hong Zhang ◽  
Ying Wang ◽  
Haoke Zhang ◽  
Jiraya Kiriratnikom ◽  
Xiao-Han Cao ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Small Molecules ◽  
Propylene Oxide ◽  
Average Molecular Weight ◽  
Tertiary Amines ◽  
Carbon Dioxide Co2 ◽  
Poly Propylene ◽  
Alternating Copolymerization ◽  
Completely Alternating ◽  
Huge Challenge

Metal-free synthesis of fully alternating polycarbonates from carbon dioxide (CO2) and epoxides is highly desired but a huge challenge. Here, we disclose the combination of tertiary amines with trialkyl boranes for completely alternating copolymerization of CO2 with epoxides. Triethylamine (TEA) pairing with triethyl borane (TEB), the simplest catalyst for the copolymerization of CO2 and propylene oxide (PO), afforded fully alternating poly(propylene carbonate) (PPC) with a turnover frequency (TOF) of 54 h-1 at 60 oC. Remarkably, diamine such as, N,N,N',N'-tetraethylethylenediamine (TEED) and triamine such as N,N,N',N'',N''-pentamethyldiethylene triamine (PMDETA) pairing with TEB exhibited improved the copolymer selectivity of up to 99%. Supplementally, the effect of trialkylborane structure on the copolymerization were also investigated. Moreover, PPCs prepared from these tertiary amines/ trialkyl boranes Lewis pairs showed the head-to-tail diad content of around 80%. The number-average molecular weight of PPC was up to 56.0 kg/mol with narrow distribution (Đ =1.16) and could be easily adjusted by simply varying the feeding ratios. The 1H NMR spectra and MALDI-TOF-MS spectra suggest that both tertiary amine-activating CO2 and TEB-masked end anions cooperatively promote the fully alternating CO2/epoxide copolymerization. This work provides an organocatalytic platform for well-defined CO2/epoxide copolymers using simple small molecules with high atomic utilization.<br>

scholarly journals Tertiary Amines Paired with Trialkyl Boranes: A Simple Organocatalyst for Fully Alternating Copolymerization of Carbon Dioxide and Propylene Oxide

2020 ◽  
Author(s):  
Xing-Hong Zhang ◽  
Ying Wang ◽  
Haoke Zhang ◽  
Jiraya Kiriratnikom ◽  
Xiao-Han Cao ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Small Molecules ◽  
Propylene Oxide ◽  
Average Molecular Weight ◽  
Tertiary Amines ◽  
Carbon Dioxide Co2 ◽  
Poly Propylene ◽  
Alternating Copolymerization ◽  
Completely Alternating ◽  
Huge Challenge

Metal-free synthesis of fully alternating polycarbonates from carbon dioxide (CO2) and epoxides is highly desired but a huge challenge. Here, we disclose the combination of tertiary amines with trialkyl boranes for completely alternating copolymerization of CO2 with epoxides. Triethylamine (TEA) pairing with triethyl borane (TEB), the simplest catalyst for the copolymerization of CO2 and propylene oxide (PO), afforded fully alternating poly(propylene carbonate) (PPC) with a turnover frequency (TOF) of 54 h-1 at 60 oC. Remarkably, diamine such as, N,N,N',N'-tetraethylethylenediamine (TEED) and triamine such as N,N,N',N'',N''-pentamethyldiethylene triamine (PMDETA) pairing with TEB exhibited improved the copolymer selectivity of up to 99%. Supplementally, the effect of trialkylborane structure on the copolymerization were also investigated. Moreover, PPCs prepared from these tertiary amines/ trialkyl boranes Lewis pairs showed the head-to-tail diad content of around 80%. The number-average molecular weight of PPC was up to 56.0 kg/mol with narrow distribution (Đ =1.16) and could be easily adjusted by simply varying the feeding ratios. The 1H NMR spectra and MALDI-TOF-MS spectra suggest that both tertiary amine-activating CO2 and TEB-masked end anions cooperatively promote the fully alternating CO2/epoxide copolymerization. This work provides an organocatalytic platform for well-defined CO2/epoxide copolymers using simple small molecules with high atomic utilization.<br>

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