Synthesis of Organic-Inorganic Polymer Hybrids Derived from Polyamides with Triphenylimidazole Skeletons as Side Chains and Alkoxysilanes | 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 of Organic-Inorganic Polymer Hybrids Derived from Polyamides with Triphenylimidazole Skeletons as Side Chains and Alkoxysilanes Takeru Iwamura, Masato Takasaki, Kaoru Adachi, Saori Iwamura This is a preprint; it has not been peer reviewed by a journal. https://doi.org/ 10.21203/rs.3.rs-9018451/v1 This work is licensed under a CC BY 4.0 License Status: Under Review Version 1 posted 5 You are reading this latest preprint version Abstract Organic-inorganic polymer hybrids were synthesized using a copolymer of DL-3-[ α -4-(4,5-diphenyl-1 H -imidazole-2-yl)-phenylacryloylamine]- ε -caprolactam and ε -caprolactam (PDC) and three alkoxysilanes: phenyltrimethoxysilane (PhTMOS), tolyltrimethoxysilane (TolTMOS), and tetramethoxysilane (TMOS). Despite the π−π interactions between the aromatic rings in the PDC side chains and those in the inorganic matrix, opaque composites were obtained when PhTMOS or TolTMOS was used as alkoxysilanes. On the other hand, when TMOS was used, the resulting polymer hybrids were transparent. FT-IR spectra of various polymer hybrids prepared by varying the PDC/TMOS ratio revealed that the peak corresponding to the C = O stretching vibration of the amide group in PDC shifted to lower wavenumbers as the proportion of inorganic oxide increased. This suggests that hydrogen bonds are formed between the amide groups in the organic polymer and the hydroxyl groups in the inorganic oxide, resulting in a transparent polymer hybrid. Furthermore, TMOS and PDC were coexisted in formic acid, stirred at room temperature for 1 hour while irradiating with UV light, then left at 40°C for 2 weeks, and then dried under reduced pressure at 60°C for 2 days to obtain an organic-inorganic polymer hybrid. In the hybrid prepared with UV irradiation, UV irradiation partially promoted the crosslinking reaction via dimerization of the cinnamoyl group, improving the thermal stability of the hybrid material. polyamide silica gel alkoxysilane tetramethoxysilane hybrid material hydrogen interaction Full Text Supplementary Files Supplementaryinformation.docx Cite Share Download PDF Status: Under Review Version 1 posted Reviewers agreed at journal 09 Mar, 2026 Reviewers invited by journal 09 Mar, 2026 Editor invited by journal 06 Mar, 2026 Editor assigned by journal 04 Mar, 2026 First submitted to journal 03 Mar, 2026 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. 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Also discoverable on Platform About Our Team In Review Editorial Policies Advisory Board Help Center Resources Author Services Accessibility API Access RSS feed Manage Cookie Preferences © Research Square 2026 | ISSN 2693-5015 (online) Privacy Policy Terms of Service Do Not Sell My Personal Information {"props":{"pageProps":{"initialData":{"identity":"rs-9018451","acceptedTermsAndConditions":true,"allowDirectSubmit":false,"archivedVersions":[],"articleType":"Research Article","associatedPublications":[],"authors":[{"id":602878106,"identity":"3df914d2-0fee-4a54-ab75-cfdfa3a93672","order_by":0,"name":"Takeru Iwamura","email":"data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAZAAAAAyAQMAAABI0h/eAAAABlBMVEX///8AAABVwtN+AAAACXBIWXMAAA7EAAAOxAGVKw4bAAAAyElEQVRIiWNgGAWjYBACNhiDH8ZgbCBSi4RkG7FaYEDC4BixDuOTSH66mXePXZ3x/eZnEgw1dgzMswlYwyaRZnab51myhNkxNjMJhmPJDIxzDhDQIp0A1HKAGaiFh02Cge0AA+OMBEJa0r8BtdRLGLeBtPwjSksOyJbDEgZsQC2MbcRokX9TdnPOgeOSM46lGVsk9iXzEPSLfM/xbTfeHKjm528+/PDGh292coaEQgwVAJ3EYziDFB0QeyVI1jIKRsEoGAXDHAAA14Y7KbSJB/oAAAAASUVORK5CYII=","orcid":"https://orcid.org/0000-0001-7344-7637","institution":"Tokyo City University","correspondingAuthor":true,"prefix":"","firstName":"Takeru","middleName":"","lastName":"Iwamura","suffix":""},{"id":602878107,"identity":"8e0217fc-e6d3-4c6d-91e0-32e502133263","order_by":1,"name":"Masato Takasaki","email":"","orcid":"","institution":"","correspondingAuthor":false,"prefix":"","firstName":"Masato","middleName":"","lastName":"Takasaki","suffix":""},{"id":602878108,"identity":"a611dde7-a86a-42ba-9cf2-6497c13ef8b0","order_by":2,"name":"Kaoru Adachi","email":"","orcid":"","institution":"","correspondingAuthor":false,"prefix":"","firstName":"Kaoru","middleName":"","lastName":"Adachi","suffix":""},{"id":602878109,"identity":"04ea2ca2-e988-4020-88f2-bd593cfabf83","order_by":3,"name":"Saori Iwamura","email":"","orcid":"","institution":"","correspondingAuthor":false,"prefix":"","firstName":"Saori","middleName":"","lastName":"Iwamura","suffix":""}],"badges":[],"createdAt":"2026-03-03 09:20:31","currentVersionCode":1,"declarations":"","doi":"10.21203/rs.3.rs-9018451/v1","doiUrl":"https://doi.org/10.21203/rs.3.rs-9018451/v1","draftVersion":[],"editorialEvents":[],"editorialNote":"","failedWorkflow":false,"files":[{"id":104780609,"identity":"dea4cc0e-0a34-43a5-9e63-6703358a6141","added_by":"auto","created_at":"2026-03-17 07:53:22","extension":"pdf","order_by":1,"title":"","display":"","copyAsset":false,"role":"manuscript-pdf","size":1174284,"visible":true,"origin":"","legend":"","description":"","filename":"TEXTforJournalofPolymerResearchIwamura2.pdf","url":"https://assets-eu.researchsquare.com/files/rs-9018451/v1_covered_dbbf3fd6-f13e-4759-99a9-7c3844e9aa4d.pdf"},{"id":104459282,"identity":"8f294428-ca1d-4986-a5ee-2150b0920b7b","added_by":"auto","created_at":"2026-03-12 03:26:51","extension":"docx","order_by":4,"title":"","display":"","copyAsset":false,"role":"supplement","size":81159,"visible":true,"origin":"","legend":"","description":"","filename":"Supplementaryinformation.docx","url":"https://assets-eu.researchsquare.com/files/rs-9018451/v1/c34b36fa52685ec3f491c3d2.docx"}],"financialInterests":"","formattedTitle":"Synthesis of Organic-Inorganic Polymer Hybrids Derived from Polyamides with Triphenylimidazole Skeletons as Side Chains and Alkoxysilanes","fulltext":[],"fulltextSource":"","fullText":"","funders":[],"hasAdminPriorityOnWorkflow":false,"hasManuscriptDocX":false,"hasOptedInToPreprint":true,"hasPassedJournalQc":"","hasAnyPriority":false,"hideJournal":false,"highlight":"","institution":"","isAcceptedByJournal":true,"isAuthorSuppliedPdf":true,"isDeskRejected":"","isHiddenFromSearch":false,"isInQc":false,"isInWorkflow":false,"isPdf":true,"isPdfUpToDate":true,"isWithdrawnOrRetracted":false,"journal":{"display":true,"email":"
[email protected]","identity":"journal-of-polymer-research","isNatureJournal":false,"hasQc":true,"allowDirectSubmit":false,"externalIdentity":"jpol","sideBox":"Learn more about [Journal of Polymer Research](https://www.springer.com/journal/10965)","snPcode":"10965","submissionUrl":"https://www.editorialmanager.com/jpol/","title":"Journal of Polymer Research","twitterHandle":"","acdcEnabled":true,"dfaEnabled":true,"editorialSystem":"em","reportingPortfolio":"Springer Hybrid","inReviewEnabled":true,"inReviewRevisionsEnabled":false},"keywords":"polyamide, silica gel, alkoxysilane, tetramethoxysilane, hybrid material, hydrogen interaction","lastPublishedDoi":"10.21203/rs.3.rs-9018451/v1","lastPublishedDoiUrl":"https://doi.org/10.21203/rs.3.rs-9018451/v1","license":{"name":"CC BY 4.0","url":"https://creativecommons.org/licenses/by/4.0/"},"manuscriptAbstract":"\u003cp\u003eOrganic-inorganic polymer hybrids were synthesized using a copolymer of DL-3-[\u003cem\u003eα\u003c/em\u003e-4-(4,5-diphenyl-1\u003cem\u003eH\u003c/em\u003e-imidazole-2-yl)-phenylacryloylamine]-\u003cem\u003eε\u003c/em\u003e-caprolactam and \u003cem\u003eε\u003c/em\u003e-caprolactam (PDC) and three alkoxysilanes: phenyltrimethoxysilane (PhTMOS), tolyltrimethoxysilane (TolTMOS), and tetramethoxysilane (TMOS). Despite the π\u0026minus;π interactions between the aromatic rings in the PDC side chains and those in the inorganic matrix, opaque composites were obtained when PhTMOS or TolTMOS was used as alkoxysilanes. On the other hand, when TMOS was used, the resulting polymer hybrids were transparent. FT-IR spectra of various polymer hybrids prepared by varying the PDC/TMOS ratio revealed that the peak corresponding to the C\u0026thinsp;=\u0026thinsp;O stretching vibration of the amide group in PDC shifted to lower wavenumbers as the proportion of inorganic oxide increased. This suggests that hydrogen bonds are formed between the amide groups in the organic polymer and the hydroxyl groups in the inorganic oxide, resulting in a transparent polymer hybrid. Furthermore, TMOS and PDC were coexisted in formic acid, stirred at room temperature for 1 hour while irradiating with UV light, then left at 40\u0026deg;C for 2 weeks, and then dried under reduced pressure at 60\u0026deg;C for 2 days to obtain an organic-inorganic polymer hybrid. In the hybrid prepared with UV irradiation, UV irradiation partially promoted the crosslinking reaction via dimerization of the cinnamoyl group, improving the thermal stability of the hybrid material.\u003c/p\u003e","manuscriptTitle":"Synthesis of Organic-Inorganic Polymer Hybrids Derived from Polyamides with Triphenylimidazole Skeletons as Side Chains and Alkoxysilanes","msid":"","msnumber":"","nonDraftVersions":[{"code":1,"date":"2026-03-12 03:26:46","doi":"10.21203/rs.3.rs-9018451/v1","editorialEvents":[{"type":"communityComments","content":0},{"type":"reviewerAgreed","content":"","date":"2026-03-09T06:46:08+00:00","index":0,"fulltext":""},{"type":"reviewersInvited","content":"","date":"2026-03-09T06:29:00+00:00","index":"","fulltext":""},{"type":"editorInvited","content":"Journal of Polymer Research","date":"2026-03-06T18:10:09+00:00","index":"","fulltext":""},{"type":"editorAssigned","content":"","date":"2026-03-04T11:38:57+00:00","index":"","fulltext":""},{"type":"submitted","content":"Journal of Polymer Research","date":"2026-03-04T03:13:46+00:00","index":"","fulltext":""}],"status":"published","journal":{"display":true,"email":"
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