{"title":"Click synthesis of an adhesive block copolymer with poly(3-hexylthiophene) and poly(vinyl catechol) segments","authors":"Shin Inagaki, Kazuhiro Nakabayashi, Tomoya Higashihara","doi":"10.1038/s41428-024-00898-6","DOIUrl":null,"url":null,"abstract":"Semiconducting polymers have garnered considerable attention from researchers, as these polymers are potentially applicable to flexible/stretchable organic electronics. However, although the adhesiveness of these materials on substrates is an important characteristic, it has rarely been investigated. Herein, we synthesized and characterized a novel block copolymer, poly(3-hexylthiophene)-b-poly(vinyl catechol) (P3HT-b-PVC), with improved adhesion properties. P3HT-b-PVC was successfully synthesized via a copper-catalyzed azide–alkyne cycloaddition reaction between chain-end-functionalized P3HT with an alkyne group (P3HT-Alkyne) and chain-end-functionalized poly(3,4-di-tert-butyldimethylsilyloxystyrene) with an azide group (PSVC-Azide), followed by deprotection of tert-butyldimethylsilyloxy groups from the PSVC-Azide segment. Tape test results showed that the adhesion property of the P3HT-b-PVC film was considerably better than that of the corresponding P3HT film. Furthermore, despite the presence of an insulating PVC block in P3HT-b-PVC, the P3HT-b-PVC thin film exhibited a hole mobility of 1.1 × 10−5 cm2V−1s−1, which was comparable to that of the corresponding P3HT thin film (1.8 × 10−5 cm2V−1s−1). To the best of our knowledge, this is the first study to elucidate the primitive adhesion properties and charge mobility of P3HT-based block copolymers. The proposed synthetic approach may be extended to develop various block copolymers with other π-conjugated polymer segments, providing new avenues for various applications that require highly-adhesive materials. A novel block copolymer, poly(3-hexylthiophene)-b-poly(vinyl catechol) (P3HT-b-PVC) was successfully synthesized via a Click reaction between chain-endfunctionalized P3HT with an alkyne group (P3HT-Alkyne) and chain-end-functionalized poly(3,4-di-tert-butyldimethylsilyloxystyrene) with an azide group (PSVC-Azide), followed by deprotection of tert-butyldimethylsilyloxy groups from the PSVC-Azide segment. Tape test results showed that the adhesion property of the P3HT-b-PVC film was considerably better than that of the corresponding P3HT film. Furthermore, despite the presence of an insulating PVC block in P3HT-b-PVC, the P3HT-b-PVC thin film exhibited a hole mobility comparable to that of the corresponding P3HT thin film.","PeriodicalId":20302,"journal":{"name":"Polymer Journal","volume":"56 7","pages":"693-697"},"PeriodicalIF":2.3000,"publicationDate":"2024-03-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.nature.com/articles/s41428-024-00898-6.pdf","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Polymer Journal","FirstCategoryId":"92","ListUrlMain":"https://www.nature.com/articles/s41428-024-00898-6","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"POLYMER SCIENCE","Score":null,"Total":0}
引用次数: 0
Abstract
Semiconducting polymers have garnered considerable attention from researchers, as these polymers are potentially applicable to flexible/stretchable organic electronics. However, although the adhesiveness of these materials on substrates is an important characteristic, it has rarely been investigated. Herein, we synthesized and characterized a novel block copolymer, poly(3-hexylthiophene)-b-poly(vinyl catechol) (P3HT-b-PVC), with improved adhesion properties. P3HT-b-PVC was successfully synthesized via a copper-catalyzed azide–alkyne cycloaddition reaction between chain-end-functionalized P3HT with an alkyne group (P3HT-Alkyne) and chain-end-functionalized poly(3,4-di-tert-butyldimethylsilyloxystyrene) with an azide group (PSVC-Azide), followed by deprotection of tert-butyldimethylsilyloxy groups from the PSVC-Azide segment. Tape test results showed that the adhesion property of the P3HT-b-PVC film was considerably better than that of the corresponding P3HT film. Furthermore, despite the presence of an insulating PVC block in P3HT-b-PVC, the P3HT-b-PVC thin film exhibited a hole mobility of 1.1 × 10−5 cm2V−1s−1, which was comparable to that of the corresponding P3HT thin film (1.8 × 10−5 cm2V−1s−1). To the best of our knowledge, this is the first study to elucidate the primitive adhesion properties and charge mobility of P3HT-based block copolymers. The proposed synthetic approach may be extended to develop various block copolymers with other π-conjugated polymer segments, providing new avenues for various applications that require highly-adhesive materials. A novel block copolymer, poly(3-hexylthiophene)-b-poly(vinyl catechol) (P3HT-b-PVC) was successfully synthesized via a Click reaction between chain-endfunctionalized P3HT with an alkyne group (P3HT-Alkyne) and chain-end-functionalized poly(3,4-di-tert-butyldimethylsilyloxystyrene) with an azide group (PSVC-Azide), followed by deprotection of tert-butyldimethylsilyloxy groups from the PSVC-Azide segment. Tape test results showed that the adhesion property of the P3HT-b-PVC film was considerably better than that of the corresponding P3HT film. Furthermore, despite the presence of an insulating PVC block in P3HT-b-PVC, the P3HT-b-PVC thin film exhibited a hole mobility comparable to that of the corresponding P3HT thin film.
期刊介绍:
Polymer Journal promotes research from all aspects of polymer science from anywhere in the world and aims to provide an integrated platform for scientific communication that assists the advancement of polymer science and related fields. The journal publishes Original Articles, Notes, Short Communications and Reviews.
Subject areas and topics of particular interest within the journal''s scope include, but are not limited to, those listed below:
Polymer synthesis and reactions
Polymer structures
Physical properties of polymers
Polymer surface and interfaces
Functional polymers
Supramolecular polymers
Self-assembled materials
Biopolymers and bio-related polymer materials
Polymer engineering.