A Reactive, pH-Responsive, Cleavable Surfactant for Thiol-ene Emulsion Polymerization to Make Latex Degradable and Redispersible

IF 2.7 4区化学 Q3 POLYMER SCIENCE

Macromolecular Chemistry and Physics Pub Date : 2026-04-09 DOI:10.1002/macp.70253

Dunya Saadoune, Philippe Kunemann, Cuong Minh Quoc Le, Abraham Chemtob

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Abstract

A synthesis of a multifunction surfactant monomer (surfmer) is reported for the emulsion polyaddition of dithiol and diene monomers. Such compound features two reactive thiols, a cleavable thioester moiety and a pendant carboxylic acid. It was obtained by the reaction of 1,6-hexanedithiol with maleic anhydride. After partial deprotonation of the acid group, this surfactant monomer (surfmer) acts as an effective stabilizer for emulsion polymerization of 1,6-hexanedithiol with diallyl phthalate or 1,7-octadiene. The surfactant is soluble in the monomer phase and causes a significant decrease of the water/monomer interfacial tension. The resulting linear poly(thioether) latexes were studied as regards molar mass, particle size and composition. Their properties were compared to those of a conventional latex stabilized by a static surfactant, sodium dodecyl sulfate. After flocculation at low pH, the surfmer-stabilized latexes can be redispersed in a basic aqueous solution. In the presence of butylamine, the dried latexes are fully or partially degraded owing to thioester units along the polymer backbone.

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一种反应性、ph响应性、可切割表面活性剂，用于巯基乳液聚合，使乳胶可降解和可再分散

报道了一种多功能表面活性剂单体（surfmer）的合成，用于二硫醇和二烯单体的乳液聚合。该化合物具有两个活性硫醇，一个可切割的硫酯部分和一个悬垂的羧酸。它是由1,6-己二硫醇与马来酸酐反应得到的。在酸基部分去质子化后，这种表面活性剂单体（surfmer）作为一种有效的稳定剂，用于1,6-己二硫醇与邻苯二甲酸二烯丙酯或1,7-辛二烯的乳液聚合。表面活性剂可溶于单体相，可显著降低水/单体界面张力。对所得线性聚硫醚乳液的摩尔质量、粒径和组成进行了研究。将其性能与静态表面活性剂十二烷基硫酸钠稳定的常规乳胶进行了比较。经低pH絮凝后，聚合物稳定乳液可在碱性水溶液中再分散。在丁胺存在下，由于沿聚合物主链的硫酯单元，干燥的乳胶被完全或部分降解。

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来源期刊

Macromolecular Chemistry and Physics 化学-高分子科学

CiteScore

4.30

自引率

4.00%

发文量

278

审稿时长

1.4 months

期刊介绍： Macromolecular Chemistry and Physics publishes in all areas of polymer science - from chemistry, physical chemistry, and physics of polymers to polymers in materials science. Beside an attractive mixture of high-quality Full Papers, Trends, and Highlights, the journal offers a unique article type dedicated to young scientists – Talent.