Photopatterning of Low Dielectric Constant Cycloolefin Polymers Using Azides and Diazirines
Polymers are widely used as insulators in electronic devices. Low dielectric constant polymers are desirable since this lowers the potential for unintentional crosstalk and inductive coupling between conductors. Attempts to photopattern a low dielectric constant polymer, poly(5-hexyl-2-norbornene)...
Gespeichert in:
Veröffentlicht in: | ACS applied polymer materials 2020-05, Vol.2 (5), p.1819-1826 |
---|---|
Hauptverfasser: | , , , , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 1826 |
---|---|
container_issue | 5 |
container_start_page | 1819 |
container_title | ACS applied polymer materials |
container_volume | 2 |
creator | Burgoon, Hugh Cyrus, Crystal Skilskyj, Doug Thoresen, Jennifer Ebner, Carl Meyer, Gerhard A Filson, Paul Rhodes, Larry F Backlund, Tomas Meneau, Aurelie Cull, Toby Afonina, Irina |
description | Polymers are widely used as insulators in electronic devices. Low dielectric constant polymers are desirable since this lowers the potential for unintentional crosstalk and inductive coupling between conductors. Attempts to photopattern a low dielectric constant polymer, poly(5-hexyl-2-norbornene) (poly(1)), with a bis(azide) were unsuccessful. Incorporation of butenyl pendent groups improved patterning, but the dielectric constant of the cross-linked film was relatively high (2.60). A difunctional bis(diazirine) (compound 4) was synthesized and characterized by NMR and MS. Compound 4 rendered unreactive, aliphatic cycloolefin polymers such as poly(1) photopatternable, yielding negative tone patterns with good resolution. The dielectric constant of films cross-linked with compound 4 was substantially lower than the films cross-linked with bis(azide) (2.09 for poly(1)). |
doi_str_mv | 10.1021/acsapm.0c00043 |
format | Article |
fullrecord | <record><control><sourceid>acs_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1021_acsapm_0c00043</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>e23786133</sourcerecordid><originalsourceid>FETCH-LOGICAL-a274t-2a11058ba9f79f372098ae3879aa011c161b21591a0ea83d7674c136b9f7b683</originalsourceid><addsrcrecordid>eNp1kD1rwzAQhkVpoSHN2llzwalOsi17DO4nBJohnTqYsyy3Co4UJJWS_PoqJEOXTnccz3O8vITcApsD43CPKuBuO2eKMZaLCzLhpZBZCay4_LNfk1kIm4Rw4Dkv-IR8rL5cdDuMUXtr7Cd1A126H_pg9KhV9EbRxtkQ0Uba7NXo3KgHY-nKjfut9oG-h6O1OJheB4q2TyYejDdWhxtyNeAY9Ow8p2T99LhuXrLl2_Nrs1hmyGUeM46QolUd1oOsByE5qyvUopI1IgNQUELHoagBmcZK9LKUuQJRdonvykpMyfz0VnkXgtdDu_Nmi37fAmuP5bSnctpzOUm4Ownp3m7ct7cp3X_wL8RiZxI</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Photopatterning of Low Dielectric Constant Cycloolefin Polymers Using Azides and Diazirines</title><source>ACS Publications</source><creator>Burgoon, Hugh ; Cyrus, Crystal ; Skilskyj, Doug ; Thoresen, Jennifer ; Ebner, Carl ; Meyer, Gerhard A ; Filson, Paul ; Rhodes, Larry F ; Backlund, Tomas ; Meneau, Aurelie ; Cull, Toby ; Afonina, Irina</creator><creatorcontrib>Burgoon, Hugh ; Cyrus, Crystal ; Skilskyj, Doug ; Thoresen, Jennifer ; Ebner, Carl ; Meyer, Gerhard A ; Filson, Paul ; Rhodes, Larry F ; Backlund, Tomas ; Meneau, Aurelie ; Cull, Toby ; Afonina, Irina</creatorcontrib><description>Polymers are widely used as insulators in electronic devices. Low dielectric constant polymers are desirable since this lowers the potential for unintentional crosstalk and inductive coupling between conductors. Attempts to photopattern a low dielectric constant polymer, poly(5-hexyl-2-norbornene) (poly(1)), with a bis(azide) were unsuccessful. Incorporation of butenyl pendent groups improved patterning, but the dielectric constant of the cross-linked film was relatively high (2.60). A difunctional bis(diazirine) (compound 4) was synthesized and characterized by NMR and MS. Compound 4 rendered unreactive, aliphatic cycloolefin polymers such as poly(1) photopatternable, yielding negative tone patterns with good resolution. The dielectric constant of films cross-linked with compound 4 was substantially lower than the films cross-linked with bis(azide) (2.09 for poly(1)).</description><identifier>ISSN: 2637-6105</identifier><identifier>EISSN: 2637-6105</identifier><identifier>DOI: 10.1021/acsapm.0c00043</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>ACS applied polymer materials, 2020-05, Vol.2 (5), p.1819-1826</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a274t-2a11058ba9f79f372098ae3879aa011c161b21591a0ea83d7674c136b9f7b683</citedby><cites>FETCH-LOGICAL-a274t-2a11058ba9f79f372098ae3879aa011c161b21591a0ea83d7674c136b9f7b683</cites><orcidid>0000-0003-4072-214X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acsapm.0c00043$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acsapm.0c00043$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids></links><search><creatorcontrib>Burgoon, Hugh</creatorcontrib><creatorcontrib>Cyrus, Crystal</creatorcontrib><creatorcontrib>Skilskyj, Doug</creatorcontrib><creatorcontrib>Thoresen, Jennifer</creatorcontrib><creatorcontrib>Ebner, Carl</creatorcontrib><creatorcontrib>Meyer, Gerhard A</creatorcontrib><creatorcontrib>Filson, Paul</creatorcontrib><creatorcontrib>Rhodes, Larry F</creatorcontrib><creatorcontrib>Backlund, Tomas</creatorcontrib><creatorcontrib>Meneau, Aurelie</creatorcontrib><creatorcontrib>Cull, Toby</creatorcontrib><creatorcontrib>Afonina, Irina</creatorcontrib><title>Photopatterning of Low Dielectric Constant Cycloolefin Polymers Using Azides and Diazirines</title><title>ACS applied polymer materials</title><addtitle>ACS Appl. Polym. Mater</addtitle><description>Polymers are widely used as insulators in electronic devices. Low dielectric constant polymers are desirable since this lowers the potential for unintentional crosstalk and inductive coupling between conductors. Attempts to photopattern a low dielectric constant polymer, poly(5-hexyl-2-norbornene) (poly(1)), with a bis(azide) were unsuccessful. Incorporation of butenyl pendent groups improved patterning, but the dielectric constant of the cross-linked film was relatively high (2.60). A difunctional bis(diazirine) (compound 4) was synthesized and characterized by NMR and MS. Compound 4 rendered unreactive, aliphatic cycloolefin polymers such as poly(1) photopatternable, yielding negative tone patterns with good resolution. The dielectric constant of films cross-linked with compound 4 was substantially lower than the films cross-linked with bis(azide) (2.09 for poly(1)).</description><issn>2637-6105</issn><issn>2637-6105</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp1kD1rwzAQhkVpoSHN2llzwalOsi17DO4nBJohnTqYsyy3Co4UJJWS_PoqJEOXTnccz3O8vITcApsD43CPKuBuO2eKMZaLCzLhpZBZCay4_LNfk1kIm4Rw4Dkv-IR8rL5cdDuMUXtr7Cd1A126H_pg9KhV9EbRxtkQ0Uba7NXo3KgHY-nKjfut9oG-h6O1OJheB4q2TyYejDdWhxtyNeAY9Ow8p2T99LhuXrLl2_Nrs1hmyGUeM46QolUd1oOsByE5qyvUopI1IgNQUELHoagBmcZK9LKUuQJRdonvykpMyfz0VnkXgtdDu_Nmi37fAmuP5bSnctpzOUm4Ownp3m7ct7cp3X_wL8RiZxI</recordid><startdate>20200508</startdate><enddate>20200508</enddate><creator>Burgoon, Hugh</creator><creator>Cyrus, Crystal</creator><creator>Skilskyj, Doug</creator><creator>Thoresen, Jennifer</creator><creator>Ebner, Carl</creator><creator>Meyer, Gerhard A</creator><creator>Filson, Paul</creator><creator>Rhodes, Larry F</creator><creator>Backlund, Tomas</creator><creator>Meneau, Aurelie</creator><creator>Cull, Toby</creator><creator>Afonina, Irina</creator><general>American Chemical Society</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-4072-214X</orcidid></search><sort><creationdate>20200508</creationdate><title>Photopatterning of Low Dielectric Constant Cycloolefin Polymers Using Azides and Diazirines</title><author>Burgoon, Hugh ; Cyrus, Crystal ; Skilskyj, Doug ; Thoresen, Jennifer ; Ebner, Carl ; Meyer, Gerhard A ; Filson, Paul ; Rhodes, Larry F ; Backlund, Tomas ; Meneau, Aurelie ; Cull, Toby ; Afonina, Irina</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a274t-2a11058ba9f79f372098ae3879aa011c161b21591a0ea83d7674c136b9f7b683</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Burgoon, Hugh</creatorcontrib><creatorcontrib>Cyrus, Crystal</creatorcontrib><creatorcontrib>Skilskyj, Doug</creatorcontrib><creatorcontrib>Thoresen, Jennifer</creatorcontrib><creatorcontrib>Ebner, Carl</creatorcontrib><creatorcontrib>Meyer, Gerhard A</creatorcontrib><creatorcontrib>Filson, Paul</creatorcontrib><creatorcontrib>Rhodes, Larry F</creatorcontrib><creatorcontrib>Backlund, Tomas</creatorcontrib><creatorcontrib>Meneau, Aurelie</creatorcontrib><creatorcontrib>Cull, Toby</creatorcontrib><creatorcontrib>Afonina, Irina</creatorcontrib><collection>CrossRef</collection><jtitle>ACS applied polymer materials</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Burgoon, Hugh</au><au>Cyrus, Crystal</au><au>Skilskyj, Doug</au><au>Thoresen, Jennifer</au><au>Ebner, Carl</au><au>Meyer, Gerhard A</au><au>Filson, Paul</au><au>Rhodes, Larry F</au><au>Backlund, Tomas</au><au>Meneau, Aurelie</au><au>Cull, Toby</au><au>Afonina, Irina</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photopatterning of Low Dielectric Constant Cycloolefin Polymers Using Azides and Diazirines</atitle><jtitle>ACS applied polymer materials</jtitle><addtitle>ACS Appl. Polym. Mater</addtitle><date>2020-05-08</date><risdate>2020</risdate><volume>2</volume><issue>5</issue><spage>1819</spage><epage>1826</epage><pages>1819-1826</pages><issn>2637-6105</issn><eissn>2637-6105</eissn><abstract>Polymers are widely used as insulators in electronic devices. Low dielectric constant polymers are desirable since this lowers the potential for unintentional crosstalk and inductive coupling between conductors. Attempts to photopattern a low dielectric constant polymer, poly(5-hexyl-2-norbornene) (poly(1)), with a bis(azide) were unsuccessful. Incorporation of butenyl pendent groups improved patterning, but the dielectric constant of the cross-linked film was relatively high (2.60). A difunctional bis(diazirine) (compound 4) was synthesized and characterized by NMR and MS. Compound 4 rendered unreactive, aliphatic cycloolefin polymers such as poly(1) photopatternable, yielding negative tone patterns with good resolution. The dielectric constant of films cross-linked with compound 4 was substantially lower than the films cross-linked with bis(azide) (2.09 for poly(1)).</abstract><pub>American Chemical Society</pub><doi>10.1021/acsapm.0c00043</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0003-4072-214X</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 2637-6105 |
ispartof | ACS applied polymer materials, 2020-05, Vol.2 (5), p.1819-1826 |
issn | 2637-6105 2637-6105 |
language | eng |
recordid | cdi_crossref_primary_10_1021_acsapm_0c00043 |
source | ACS Publications |
title | Photopatterning of Low Dielectric Constant Cycloolefin Polymers Using Azides and Diazirines |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-05T15%3A28%3A46IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-acs_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Photopatterning%20of%20Low%20Dielectric%20Constant%20Cycloolefin%20Polymers%20Using%20Azides%20and%20Diazirines&rft.jtitle=ACS%20applied%20polymer%20materials&rft.au=Burgoon,%20Hugh&rft.date=2020-05-08&rft.volume=2&rft.issue=5&rft.spage=1819&rft.epage=1826&rft.pages=1819-1826&rft.issn=2637-6105&rft.eissn=2637-6105&rft_id=info:doi/10.1021/acsapm.0c00043&rft_dat=%3Cacs_cross%3Ee23786133%3C/acs_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |