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氮杂蒽酮核心功能化两亲性纳米反应器的合成及其在铑催化水相两相1-辛烯氢甲酰化反应中的应用。

Synthesis of Nixantphos Core-Functionalized Amphiphilic Nanoreactors and Application to Rhodium-Catalyzed Aqueous Biphasic 1-Octene Hydroformylation.

作者信息

Joumaa Ahmad, Gayet Florence, Garcia-Suarez Eduardo J, Himmelstrup Jonas, Riisager Anders, Poli Rinaldo, Manoury Eric

机构信息

CNRS, LCC (Laboratoire de Chimie de Coordination), Université de Toulouse, UPS, INPT, 205 Route de Narbonne, BP 44099, F-31077 Toulouse CEDEX 4, France.

Centre for Catalysis and Sustainable Chemistry, Department of Chemistry, Technical University of Denmark, Kemitorvet, Building 207, 2800 Kgs. Lyngby, Denmark.

出版信息

Polymers (Basel). 2020 May 12;12(5):1107. doi: 10.3390/polym12051107.

DOI:10.3390/polym12051107
PMID:32408686
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7285327/
Abstract

A latex of amphiphilic star polymer particles, functionalized in the hydrophobic core with nixantphos and containing P(MAA-co-PEOMA) linear chains in the hydrophilic shell (nixantphos-functionalized core-crosslinked micelles, or nixantphos@CCM), has been prepared in a one-pot three-step convergent synthesis using reversible addition-fragmentation chain transfer (RAFT) polymerization in water. The synthesis involves polymerization-induced self-assembly (PISA) in the second step and chain crosslinking with di(ethylene glycol) dimethacrylate (DEGDMA) in the final step. The core consists of a functionalized polystyrene, obtained by incorporation of a new nixantphos-functionalized styrene monomer (nixantphos-styrene), which is limited to 1 mol%. The nixantphos-styrene monomer was synthesized in one step by nucleophilic substitution of the chloride of 4-chloromethylstyrene by deprotonated nixantphos in DMF at 60 °C, without interference of either phosphine attack or self-induced styrene polymerization. The polymer particles, after loading with the [Rh(acac)(CO)] precatalyst to yield Rh-nixantphos@CCM, function as catalytic nanoreactors under aqueous biphasic conditions for the hydroformylation of 1-octene to yield -nonanal selectively, with no significant amounts of the branched product 2-methyl-octanal.

摘要

一种两亲性星形聚合物颗粒胶乳已通过水相中的可逆加成-断裂链转移（RAFT）聚合反应，采用一锅三步收敛合成法制备而成。该胶乳在疏水核中用联二萘磷官能化，在亲水壳中含有P（MAA-co-PEOMA）线性链（联二萘磷官能化的核交联胶束，即联二萘磷@CCM）。合成过程在第二步涉及聚合诱导自组装（PISA），在最后一步通过与二（乙二醇）二甲基丙烯酸酯（DEGDMA）进行链交联。核由一种官能化聚苯乙烯组成，通过引入一种新的联二萘磷官能化苯乙烯单体（联二萘磷-苯乙烯）获得，其含量限制为1摩尔%。联二萘磷-苯乙烯单体通过在60℃下于N，N-二甲基甲酰胺（DMF）中用去质子化的联二萘磷对4-氯甲基苯乙烯的氯进行亲核取代一步合成，不受膦攻击或自引发苯乙烯聚合的干扰。聚合物颗粒在负载[Rh（acac）（CO）]预催化剂以生成Rh-联二萘磷@CCM后，在水相双相条件下作为催化纳米反应器，用于1-辛烯的氢甲酰化反应，以选择性地生成壬醛，几乎没有大量的支链产物2-甲基辛醛。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/2fc41da9179d/polymers-12-01107-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/d217fc6f68e6/polymers-12-01107-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/e2d4c3590487/polymers-12-01107-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/0361063ab561/polymers-12-01107-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/a6e5b9132927/polymers-12-01107-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/a443d2c44601/polymers-12-01107-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/4e6c5021331d/polymers-12-01107-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/987d66818898/polymers-12-01107-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/2fc41da9179d/polymers-12-01107-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/d217fc6f68e6/polymers-12-01107-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/e2d4c3590487/polymers-12-01107-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/0361063ab561/polymers-12-01107-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/a6e5b9132927/polymers-12-01107-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/a443d2c44601/polymers-12-01107-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/4e6c5021331d/polymers-12-01107-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/987d66818898/polymers-12-01107-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/42dc/7285327/2fc41da9179d/polymers-12-01107-g004.jpg

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