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<p>Herein, a series of block copolymers poly(<i>N</i>-(2-methacryloylxyethyl) ethyl pyrrolidone)-<i>block</i>-poly(4-(formaldehyde) phenyl methacrylate) (PNMP<sub>136</sub>-<i>b</i>-PBFMA<sub><i>m</i></sub>)&#xa0;were&#xa0;developed as the aldehyde precursors D<sub><i>m</i></sub>. Three kinds of tetraphenylethylene-based dynamic covalent imine copolymers (D<sub><i>m</i></sub>-A) were generated in situ from the aqueous mixtures of D<sub><i>m</i></sub> and amino precursors A including 4-(1,2,2-triphenylvinyl) aniline (TPVA), <i>N</i>-(2-aminoethyl)-3-(4-(1,2,2-triphenylvinyl) phenoxy) propenamide (TPVC<sub>2</sub>A) and <i>N</i>-(2-aminohexyl)-3-(4-(1,2,2-triphenylvinyl) phenoxy) propenamide (TPVC<sub>6</sub>A) at the constant -NH<sub>2</sub>/-CHO molar ratio of 1, resulting in D<sub><i>m</i></sub>-TPVA, D<sub><i>m</i></sub>-TPVC<sub>2</sub>A, and D<sub><i>m</i></sub>-TPVC<sub>6</sub>A, respectively. D<sub><i>m</i></sub> commonly&#xa0;formed spherical micelles in water, and spherical micelles were also formed by D<sub><i>m</i></sub>-TPVA, D<sub><i>m</i></sub>-TPVC<sub>2</sub>A, and D<sub><i>m</i></sub>-TPVC<sub>6</sub>A with <i>m</i> below 135. However, D<sub>194</sub>-TPVA, D<sub>194</sub>-TPVC<sub>2</sub>A, and D<sub>194</sub>-TPVC<sub>6</sub>A preferred to form long and entangled wormlike micelles. This indicates that the morphology of D<sub><i>m</i></sub>-A aggregates is mainly determined by the degree <i>m</i> of polymerization of PBFMA segment in D<sub><i>m</i></sub>. The emulsification of D<sub><i>m</i></sub>, D<sub><i>m</i></sub>-TPVA, D<sub><i>m</i></sub>-TPVC<sub>2</sub>A, and D<sub><i>m</i></sub>-TPVC<sub>6</sub>A micelles in the dodecane/water systems was depended on the compatibility between oil and copolymers. D<sub><i>m</i></sub> and D<sub><i>m</i></sub>-TPVC<sub>6</sub>A micelles with <i>m</i> ranging from 44 to 135 were excellent Pickering emulsifiers, favoring the formation of O/W Pickering emulsions.</p> Graphical abstract <p></p>

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Engineering tetraphenylethylene-based amphiphilic copolymers by dynamic covalent approach: Molecular origin from simple to complex aggregates

  • 期刊论文

  • 发表日期：

    2025年5月26日

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  • Chunhui Li,
  • Han Bao,
  • Xianhai Liu,
  • Jinfeng Dong,
  • Xuefeng Li

摘要

Herein, a series of block copolymers poly(N-(2-methacryloylxyethyl) ethyl pyrrolidone)-block-poly(4-(formaldehyde) phenyl methacrylate) (PNMP136-b-PBFMAm) were developed as the aldehyde precursors Dm. Three kinds of tetraphenylethylene-based dynamic covalent imine copolymers (Dm-A) were generated in situ from the aqueous mixtures of Dm and amino precursors A including 4-(1,2,2-triphenylvinyl) aniline (TPVA), N-(2-aminoethyl)-3-(4-(1,2,2-triphenylvinyl) phenoxy) propenamide (TPVC2A) and N-(2-aminohexyl)-3-(4-(1,2,2-triphenylvinyl) phenoxy) propenamide (TPVC6A) at the constant -NH2/-CHO molar ratio of 1, resulting in Dm-TPVA, Dm-TPVC2A, and Dm-TPVC6A, respectively. Dm commonly formed spherical micelles in water, and spherical micelles were also formed by Dm-TPVA, Dm-TPVC2A, and Dm-TPVC6A with m below 135. However, D194-TPVA, D194-TPVC2A, and D194-TPVC6A preferred to form long and entangled wormlike micelles. This indicates that the morphology of Dm-A aggregates is mainly determined by the degree m of polymerization of PBFMA segment in Dm. The emulsification of Dm, Dm-TPVA, Dm-TPVC2A, and Dm-TPVC6A micelles in the dodecane/water systems was depended on the compatibility between oil and copolymers. Dm and Dm-TPVC6A micelles with m ranging from 44 to 135 were excellent Pickering emulsifiers, favoring the formation of O/W Pickering emulsions.

Graphical abstract