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Synthesis of bifunctional monomers by the palladium-catalyzed carbonylation of cardanol and its derivatives
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dc.contributor.author | Mgaya, James E. | |
dc.contributor.author | Bartlett, Stuart A. | |
dc.contributor.author | Mubofu, Egid B. | |
dc.contributor.author | Mgani, Quintino A. | |
dc.contributor.author | Slawin, Alexandra M. Z. | |
dc.contributor.author | Pogorzelec, Peter | |
dc.contributor.author | Cole-Hamilton, David J. | |
dc.date.accessioned | 2017-01-27T00:32:25Z | |
dc.date.available | 2017-01-27T00:32:25Z | |
dc.date.issued | 2016-02-18 | |
dc.identifier | 234872877 | |
dc.identifier | d916d0c4-febe-4a52-8b7c-b7594043f6be | |
dc.identifier | 000371222600014 | |
dc.identifier | 85017715878 | |
dc.identifier.citation | Mgaya , J E , Bartlett , S A , Mubofu , E B , Mgani , Q A , Slawin , A M Z , Pogorzelec , P & Cole-Hamilton , D J 2016 , ' Synthesis of bifunctional monomers by the palladium-catalyzed carbonylation of cardanol and its derivatives ' , ChemCatChem , vol. 8 , no. 4 , pp. 751-757 . https://doi.org/10.1002/cctc.201501110 | en |
dc.identifier.issn | 1867-3880 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/56861519 | |
dc.identifier.uri | https://hdl.handle.net/10023/10184 | |
dc.description | The authors thank the Royal Society Leverhulme Africa Program for funding this project. | en |
dc.description.abstract | A 1,2-bis(di-tert-butylphosphinomethyl)benzene-modified palladium catalyst has been used to synthesize bifunctional monomers of different chain lengths from cardanol. Short-chain derivatives of cardanol, such as (E)-3-(dodec-8-enyl)phenol; HOPhC12-ene, (E)-3-(undec-8-enyl)phenol; HOPhC11-ene, (E)-3-(dec-8-enyl)phenol; HOPhC10-ene, and 3-(non-8-enyl)phenol; HOPhC9-ene, were synthesized by the metathesis of cardanol with symmetrical internal alkenes. These derivatives were methoxycarbonylated to produce monomers with different chain lengths such as methyl-16-(3-hydroxyphenyl)hexadecanoate; HOPhC15COOMe, methyl-13-(3-hydroxyphenyl)tridecanoate; HOPhC12COOMe, methyl-12-(3-hydroxyphenyl)dodecanoate; HOPhC11COOMe, methyl-11-(3-hydroxyphenyl)undecanoate; HOPhC10COOMe, and methyl-10-(3-hydroxyphenyl)decanoate; HOPhC9COOMe, respectively. Polymerization of the synthesized monomers produced oligomers that consist of up to seven monomer units as confirmed by MALDI-TOF-MS. Lactone formation was also observed in some cases under polymerization conditions. | |
dc.format.extent | 7 | |
dc.format.extent | 655217 | |
dc.format.extent | 2625901 | |
dc.language.iso | eng | |
dc.relation.ispartof | ChemCatChem | en |
dc.subject | Lactones | en |
dc.subject | Oligomerization | en |
dc.subject | Palladium | en |
dc.subject | Polymerization | en |
dc.subject | Renewable resources | en |
dc.subject | QD Chemistry | en |
dc.subject | NDAS | en |
dc.subject | SDG 7 - Affordable and Clean Energy | en |
dc.subject.lcc | QD | en |
dc.title | Synthesis of bifunctional monomers by the palladium-catalyzed carbonylation of cardanol and its derivatives | en |
dc.type | Journal article | en |
dc.contributor.sponsor | EPSRC | en |
dc.contributor.sponsor | The Leverhulme Trust | en |
dc.contributor.sponsor | EPSRC | en |
dc.contributor.sponsor | EPSRC | en |
dc.contributor.sponsor | EPSRC | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.identifier.doi | https://doi.org/10.1002/cctc.201501110 | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2017-01-26 | |
dc.identifier.grantnumber | EP/J018139/1 | en |
dc.identifier.grantnumber | en | |
dc.identifier.grantnumber | EP/J018139/1 | en |
dc.identifier.grantnumber | EP/K031252/1 | en |
dc.identifier.grantnumber | EP/K039210/1 | en |
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