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大豆油的直接丙烯酸酯化及其酯化程度对水性丙烯酸体系的影响。

Direct Acrylation of Soybean Oil and the Influence of the Acrylation Degree on Waterborne Acrylic Systems.

作者信息

Perez Beatriz, Blanco Noelia, Villaverde Haizea, Echeverria Oihane, Gomez de Miranda Olga, Rodriguez Raquel

机构信息

TECNALIA, Basque Research and Technology Alliance (BRTA), Paseo Mikeletegi 2, 20009 Donostia-San Sebastian, Spain.

出版信息

Polymers (Basel). 2024 Aug 20;16(16):2355. doi: 10.3390/polym16162355.

DOI:10.3390/polym16162355
PMID:39204575
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11358965/
Abstract

The direct acrylation of soybean oil was investigated by the activation of soybean oil's (SO's) internal fatty unsaturation with acidic catalysts. The effect of the catalyst and the reactant ratio with respect to the unsaturation and reaction time on the direct acrylation process were explored. ASO (acrylated soybean oil) with acrylation degrees (the number of acrylate molecules introduced in a triglyceride molecule) between 1.6 and 2.55 were obtained. The effect of the ASO acrylation degree on copolymerization processes was investigated. The resulting monomers were successfully copolymerized with meth(acrylate) monomers by the miniemulsion polymerization process, favoring the droplet nucleation mechanism and showing conversions higher than 97%. The acrylic-ASO copolymers presented lower Tg and higher hydrophobicity and oleophobicity than the acrylic copolymer.

摘要

通过用酸性催化剂活化大豆油(SO)内部的脂肪不饱和度来研究大豆油的直接丙烯酸酯化反应。探讨了催化剂、反应物比例(相对于不饱和度)以及反应时间对直接丙烯酸酯化过程的影响。获得了丙烯酸化程度(三酰甘油分子中引入的丙烯酸酯分子数)在1.6至2.55之间的丙烯酸化大豆油(ASO)。研究了ASO丙烯酸化程度对共聚过程的影响。通过细乳液聚合过程,所得单体成功地与甲基丙烯酸酯单体共聚,有利于液滴成核机理,转化率高于97%。与丙烯酸共聚物相比,丙烯酸-ASO共聚物具有更低的玻璃化转变温度以及更高的疏水性和疏油性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/15519b0e1148/polymers-16-02355-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/7bdbb90f593c/polymers-16-02355-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/54fae585dca6/polymers-16-02355-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/030c5193b2f3/polymers-16-02355-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/ca5fb5881f11/polymers-16-02355-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/eebdde7f00d7/polymers-16-02355-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/ad4207f09635/polymers-16-02355-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/058bbd446db8/polymers-16-02355-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/17f6d6a36766/polymers-16-02355-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/28f42035e8c9/polymers-16-02355-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/15519b0e1148/polymers-16-02355-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/7bdbb90f593c/polymers-16-02355-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/54fae585dca6/polymers-16-02355-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/030c5193b2f3/polymers-16-02355-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/ca5fb5881f11/polymers-16-02355-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/eebdde7f00d7/polymers-16-02355-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/ad4207f09635/polymers-16-02355-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/058bbd446db8/polymers-16-02355-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/17f6d6a36766/polymers-16-02355-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/28f42035e8c9/polymers-16-02355-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a7b/11358965/15519b0e1148/polymers-16-02355-g010.jpg

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本文引用的文献

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One-Step Method for Direct Acrylation of Vegetable Oils: A Biobased Material for 3D Printing.植物油直接丙烯酸化的一步法:一种用于3D打印的生物基材料。
Polymers (Basel). 2023 Jul 24;15(14):3136. doi: 10.3390/polym15143136.
2
Sustainable access to fully biobased epoxidized vegetable oil thermoset materials prepared by thermal or UV-cationic processes.通过热法或紫外光阳离子法制备的全生物基环氧化植物油热固性材料的可持续获取。
RSC Adv. 2020 Nov 18;10(68):41954-41966. doi: 10.1039/d0ra07682a. eCollection 2020 Nov 11.
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Conversion of biomass to selected chemical products.
生物质向选定化学产品的转化。
Chem Soc Rev. 2012 Feb 21;41(4):1538-58. doi: 10.1039/c1cs15147a. Epub 2011 Sep 12.
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Plant oil renewable resources as green alternatives in polymer science.植物油可再生资源作为聚合物科学中的绿色替代品。
Chem Soc Rev. 2007 Nov;36(11):1788-802. doi: 10.1039/b703294c.