Synthesis and characterization of block-graft terpolymer by reversible addition/fragmentation chain transfer and ring-opening polymerization and grafting to "click" chemistry

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The paper studied the synthesis and characterization of a poly(ε-caprolactone-b-4-vinylbenzyl-g-ethyleneglycol) block-graft terpolymer using reversible addition/fragmentation chain transfer (RAFT), ring-opening polymerization (ROP), and grafting via “click” chemistry. Using a two-stage strategy, the authors first prepared a RAFT-ROP agent (from 3-chloro-1-propanol and potassium ethylxanthate) and then used it to make a poly(ε-CL-b-VBC) block copolymer by RAFT polymerization of 4-vinylbenzyl chloride followed by ROP of ε-caprolactone; subsequent azide formation (via NaN3) and coupling with alkyne-terminated PEG (PEG-propargyl) yielded the final poly(ε-CL-b-VB-g-EG) product. Product structures were characterized by GPC, 1H-NMR, FT-IR, TGA, DSC, and SEM, with no explicit biological assays reported as part of the work. The paper does not explicitly discuss endometriosis or adenomyosis; it was included in the corpus via a keyword match in the upstream search index.

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Abstract

Abstract In this contribution, well-known poly(ԑ-caprolactone-b-4-vinylbenzyl-g-ethyleneglycol) [poly(ԑ-CL-b-VB-g-EG)] block-graft terpolymer was prepared via reversible addition/fragmentation chain transfer (RAFT), ring-opening polymerization (ROP) and “click” chemistry methods. For this purpose; in the first part, a RAFT-ROP agent was obtained by the reaction of 3-chloro-1-propanol and ethylxanthic acid potassium. In the second part, poly(ԑ-caprolactone-b-4-vinyl benzyl chloride) [poly(ԑ-CL-b-VBC)] block copolymer was prepared by RAFT polymerization of 4-vinyl benzyl chloride, and ROP of ԑ-caprolactone using synthesized a RAFT-ROP agent in the one-step. In the third part, poly(ԑ-caprolactone-b-4-vinyl benzyl chloride-N3) [poly(ԑ-CL-b-VB-N3)] was obtained by reaction of the poly(ԑ-CL-b-VBC) block copolymer and NaN3. On the other hand, alkyne-terminated PEG (PEG-propargyl) was acquired via the reaction of polyethylene glycol (PEG-3000) with propargyl chloride. Finally, poly(ԑ-CL-b-VB-g-EG) block-graft terpolymer was prepared from the reaction PEG-propargyl and poly(ԑ-CL-b-VB-N3) via the grafting to "click" chemistry method. The structure of the final products was characterized by instruments such as GPC, 1H-NMR, FT-IR, TGA, DSC and SEM.
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Synthesis and characterization of block-graft terpolymer by reversible addition/fragmentation chain transfer and ring-opening polymerization and grafting to "click" chemistry | Research Square window.SnipcartSettings = { analytics: { enabled: false } }; (function() { var accessVector = localStorage.getItem('access_vector') || ''; window.dataLayer = window.dataLayer || []; if (accessVector) { window.dataLayer.push({ user: { profile: { profileInfo: { snid: accessVector } } } }); } })(); (function(w,d,s,l,i){w[l]=w[l]||[];w[l].push({'gtm.start':new Date().getTime(),event:'gtm.js'});var f=d.getElementsByTagName(s)[0],j=d.createElement(s),dl=l!='dataLayer'?'&l='+l:'';j.async=true;j.src='https://www.googletagmanager.com/gtm.js?id='+i+dl;f.parentNode.insertBefore(j,f);})(window,document,'script','dataLayer','GTM-K279D39R'); Browse Preprints In Review Journals COVID-19 Preprints AJE Video Bytes Research Tools Research Promotion AJE Professional Editing AJE Rubriq About Preprint Platform In Review Editorial Policies Our Team Advisory Board Help Center Sign In Submit a Preprint Cite Share Download PDF Research Article Synthesis and characterization of block-graft terpolymer by reversible addition/fragmentation chain transfer and ring-opening polymerization and grafting to "click" chemistry Melahat Göktaş, Cengiz Aykaç This is a preprint; it has not been peer reviewed by a journal. https://doi.org/ 10.21203/rs.3.rs-5064955/v1 This work is licensed under a CC BY 4.0 License Status: Published Journal Publication published 05 Mar, 2025 Read the published version in Polymer Bulletin → Version 1 posted 7 You are reading this latest preprint version Abstract In this contribution, well-known poly(ԑ-caprolactone- b -4-vinylbenzyl- g -ethyleneglycol) [poly(ԑ-CL- b -VB- g -EG)] block-graft terpolymer was prepared via reversible addition/fragmentation chain transfer (RAFT), ring-opening polymerization (ROP) and “click” chemistry methods. For this purpose; in the first part, a RAFT-ROP agent was obtained by the reaction of 3-chloro-1-propanol and ethylxanthic acid potassium. In the second part, poly(ԑ-caprolactone- b -4-vinyl benzyl chloride) [poly(ԑ-CL- b -VBC)] block copolymer was prepared by RAFT polymerization of 4-vinyl benzyl chloride, and ROP of ԑ-caprolactone using synthesized a RAFT-ROP agent in the one-step. In the third part, poly(ԑ-caprolactone- b -4-vinyl benzyl chloride-N 3 ) [poly(ԑ-CL- b -VB-N 3 )] was obtained by reaction of the poly(ԑ-CL- b -VBC) block copolymer and NaN 3 . On the other hand, alkyne-terminated PEG (PEG-propargyl) was acquired via the reaction of polyethylene glycol (PEG-3000) with propargyl chloride. Finally, poly(ԑ-CL- b -VB- g -EG) block-graft terpolymer was prepared from the reaction PEG-propargyl and poly(ԑ-CL- b -VB-N 3 ) via the grafting to "click" chemistry method. The structure of the final products was characterized by instruments such as GPC, 1 H-NMR, FT-IR, TGA, DSC and SEM. Block-graft terpolymer grafting to “click” chemistry reversible addition/fragmentation chain transfer (RAFT) poly(ԑ-caprolactone-b-4-vinyl benzyl chloride-N3) alkyne-terminated PEG Full Text Additional Declarations No competing interests reported. Cite Share Download PDF Status: Published Journal Publication published 05 Mar, 2025 Read the published version in Polymer Bulletin → Version 1 posted Editorial decision: Revision requested 01 Nov, 2024 Reviews received at journal 16 Oct, 2024 Reviewers agreed at journal 15 Oct, 2024 Reviewers invited by journal 16 Sep, 2024 Editor assigned by journal 11 Sep, 2024 Submission checks completed at journal 11 Sep, 2024 First submitted to journal 10 Sep, 2024 You are reading this latest preprint version Research Square lets you share your work early, gain feedback from the community, and start making changes to your manuscript prior to peer review in a journal. As a division of Research Square Company, we’re committed to making research communication faster, fairer, and more useful. We do this by developing innovative software and high quality services for the global research community. Our growing team is made up of researchers and industry professionals working together to solve the most critical problems facing scientific publishing. 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For this purpose; in the first part, a RAFT-ROP agent was obtained by the reaction of 3-chloro-1-propanol and ethylxanthic acid potassium. In the second part, poly(ԑ-caprolactone-\u003cem\u003eb\u003c/em\u003e-4-vinyl benzyl chloride) [poly(ԑ-CL-\u003cem\u003eb\u003c/em\u003e-VBC)] block copolymer was prepared by RAFT polymerization of 4-vinyl benzyl chloride, and ROP of ԑ-caprolactone using synthesized a RAFT-ROP agent in the one-step. In the third part, poly(ԑ-caprolactone-\u003cem\u003eb\u003c/em\u003e-4-vinyl benzyl chloride-N\u003csub\u003e3\u003c/sub\u003e) [poly(ԑ-CL-\u003cem\u003eb\u003c/em\u003e-VB-N\u003csub\u003e3\u003c/sub\u003e)] was obtained by reaction of the poly(ԑ-CL-\u003cem\u003eb\u003c/em\u003e-VBC) block copolymer and NaN\u003csub\u003e3\u003c/sub\u003e. On the other hand, alkyne-terminated PEG (PEG-propargyl) was acquired via the reaction of polyethylene glycol (PEG-3000) with propargyl chloride. Finally, poly(ԑ-CL-\u003cem\u003eb\u003c/em\u003e-VB-\u003cem\u003eg\u003c/em\u003e-EG) block-graft terpolymer was prepared from the reaction PEG-propargyl and poly(ԑ-CL-\u003cem\u003eb\u003c/em\u003e-VB-N\u003csub\u003e3\u003c/sub\u003e) via the grafting to \"click\" chemistry method. 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