Synthesis and characterization of optically transparent semi-aromatic polyimide films with low fluorine content
A series of novel semi-aromatic polyimides with low fluorine content were prepared from alicyclic dianhydrides, i.e. 1,2,4,5-cyclohexane-tetracarboxylic dianhydride (CHDA) and bicyclo[2.2.2]octa-7-ene-2,3,5,6-tetracarboxylic dianhydride (BCDA), and three aromatic diamines containing ortho-substitute...
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| Veröffentlicht in: | Polymer (Guilford) 2019-02, Vol.163, p.106-114 |
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| creator | Liu, Huan Zhai, Lei Bai, Lan He, Minhui Wang, Changou Mo, Song Fan, Lin |
| description | A series of novel semi-aromatic polyimides with low fluorine content were prepared from alicyclic dianhydrides, i.e. 1,2,4,5-cyclohexane-tetracarboxylic dianhydride (CHDA) and bicyclo[2.2.2]octa-7-ene-2,3,5,6-tetracarboxylic dianhydride (BCDA), and three aromatic diamines containing ortho-substituted methyl and pendent phenyl groups, respectively. These polyimides exhibited excellent solubility even though their fluorine content lower than 10 wt%. Chemical resistance to MEK and aqueous alkali of films was also satisfied for application as flexible substrates. The semi-aromatic polyimides showed outstanding heat resistance with Tg values up to 387 °C and good mechanical strength. These films had excellent optical transparency with cutoff wavelengths of 282–286 nm, transmittance >89% at 500 nm and yellowness indices |
| doi_str_mv | 10.1016/j.polymer.2018.12.045 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2180871536</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0032386118311698</els_id><sourcerecordid>2180871536</sourcerecordid><originalsourceid>FETCH-LOGICAL-c374t-45bd5c7d74d2f553ab5533f8c509c1bc8df2d4f8947a78809874bb1c29c70b7f3</originalsourceid><addsrcrecordid>eNqFkE1LAzEQhoMoWKs_QQh43jXJbprsSaT4BQUP6jlk80FTdpM1SS3115vS3r3MHOZ935l5ALjFqMYIL-439RSG_WhiTRDmNSY1aukZmGHOmoqQDp-DGUINqRq-wJfgKqUNQohQ0s5A-Nj7vDbJJSi9hmoto1TZRPcrswseBgvDlJ2Sw7CHOUqfJhmNzzCZ0VUyhrHoFDwc4EanDbRuGBPcubyGQ9hBO2xDdN5AFXwuvmtwYeWQzM2pz8HX89Pn8rVavb-8LR9XlWpYm6uW9poqplmriaW0kX0pjeWKok7hXnFtiW4t71omGeeo46zte6xIpxjqmW3m4O6YO8XwvTUpi03YRl9WCoI54gzTZlFU9KhSMaQUjRVTdKOMe4GROLAVG3FiKw5sBSaisC2-h6PPlBd-XJkm5YxXRrtoVBY6uH8S_gAOT4h9</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2180871536</pqid></control><display><type>article</type><title>Synthesis and characterization of optically transparent semi-aromatic polyimide films with low fluorine content</title><source>Elsevier ScienceDirect Journals</source><creator>Liu, Huan ; Zhai, Lei ; Bai, Lan ; He, Minhui ; Wang, Changou ; Mo, Song ; Fan, Lin</creator><creatorcontrib>Liu, Huan ; Zhai, Lei ; Bai, Lan ; He, Minhui ; Wang, Changou ; Mo, Song ; Fan, Lin</creatorcontrib><description>A series of novel semi-aromatic polyimides with low fluorine content were prepared from alicyclic dianhydrides, i.e. 1,2,4,5-cyclohexane-tetracarboxylic dianhydride (CHDA) and bicyclo[2.2.2]octa-7-ene-2,3,5,6-tetracarboxylic dianhydride (BCDA), and three aromatic diamines containing ortho-substituted methyl and pendent phenyl groups, respectively. These polyimides exhibited excellent solubility even though their fluorine content lower than 10 wt%. Chemical resistance to MEK and aqueous alkali of films was also satisfied for application as flexible substrates. The semi-aromatic polyimides showed outstanding heat resistance with Tg values up to 387 °C and good mechanical strength. These films had excellent optical transparency with cutoff wavelengths of 282–286 nm, transmittance >89% at 500 nm and yellowness indices <14.8. Especially, PIBF-3 and PIBF-6 were extremely transparent and very light color with thickness of 70 μm. Their improved optical transparency and elimination of coloration was mainly attributed to weakened electrophilicity of alicyclic dianhydrides, steric hindrance and distorted non-coplanar caused by ortho-substituted and bulky pendent groups.
[Display omitted]
•Novel semi-aromatic PIs with low fluorine content (<10 wt%) were synthesized.•PIs show high heat resistance, excellent optical transparency and light coloration.•Geometry structures and molecular orbital energy of model compounds were studied.•CTC is inhabited due to synergies of alicyclic, steric hindrance and non-coplanar.•A new strategy is developed for trade-off between transparency and other properties.</description><identifier>ISSN: 0032-3861</identifier><identifier>EISSN: 1873-2291</identifier><identifier>DOI: 10.1016/j.polymer.2018.12.045</identifier><language>eng</language><publisher>Kidlington: Elsevier Ltd</publisher><subject>Coloration ; Cyclohexane ; Diamines ; Dianhydrides ; Fluorine ; Heat resistance ; High transparency ; Mechanical properties ; Organic chemistry ; Polyimide films ; Polyimide resins ; Semi-aromatic ; Steric hindrance ; Substitutes ; Substrates ; Thermal resistance ; Transparency ; Wavelengths</subject><ispartof>Polymer (Guilford), 2019-02, Vol.163, p.106-114</ispartof><rights>2019 Elsevier Ltd</rights><rights>Copyright Elsevier BV Feb 1, 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c374t-45bd5c7d74d2f553ab5533f8c509c1bc8df2d4f8947a78809874bb1c29c70b7f3</citedby><cites>FETCH-LOGICAL-c374t-45bd5c7d74d2f553ab5533f8c509c1bc8df2d4f8947a78809874bb1c29c70b7f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0032386118311698$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids></links><search><creatorcontrib>Liu, Huan</creatorcontrib><creatorcontrib>Zhai, Lei</creatorcontrib><creatorcontrib>Bai, Lan</creatorcontrib><creatorcontrib>He, Minhui</creatorcontrib><creatorcontrib>Wang, Changou</creatorcontrib><creatorcontrib>Mo, Song</creatorcontrib><creatorcontrib>Fan, Lin</creatorcontrib><title>Synthesis and characterization of optically transparent semi-aromatic polyimide films with low fluorine content</title><title>Polymer (Guilford)</title><description>A series of novel semi-aromatic polyimides with low fluorine content were prepared from alicyclic dianhydrides, i.e. 1,2,4,5-cyclohexane-tetracarboxylic dianhydride (CHDA) and bicyclo[2.2.2]octa-7-ene-2,3,5,6-tetracarboxylic dianhydride (BCDA), and three aromatic diamines containing ortho-substituted methyl and pendent phenyl groups, respectively. These polyimides exhibited excellent solubility even though their fluorine content lower than 10 wt%. Chemical resistance to MEK and aqueous alkali of films was also satisfied for application as flexible substrates. The semi-aromatic polyimides showed outstanding heat resistance with Tg values up to 387 °C and good mechanical strength. These films had excellent optical transparency with cutoff wavelengths of 282–286 nm, transmittance >89% at 500 nm and yellowness indices <14.8. Especially, PIBF-3 and PIBF-6 were extremely transparent and very light color with thickness of 70 μm. Their improved optical transparency and elimination of coloration was mainly attributed to weakened electrophilicity of alicyclic dianhydrides, steric hindrance and distorted non-coplanar caused by ortho-substituted and bulky pendent groups.
[Display omitted]
•Novel semi-aromatic PIs with low fluorine content (<10 wt%) were synthesized.•PIs show high heat resistance, excellent optical transparency and light coloration.•Geometry structures and molecular orbital energy of model compounds were studied.•CTC is inhabited due to synergies of alicyclic, steric hindrance and non-coplanar.•A new strategy is developed for trade-off between transparency and other properties.</description><subject>Coloration</subject><subject>Cyclohexane</subject><subject>Diamines</subject><subject>Dianhydrides</subject><subject>Fluorine</subject><subject>Heat resistance</subject><subject>High transparency</subject><subject>Mechanical properties</subject><subject>Organic chemistry</subject><subject>Polyimide films</subject><subject>Polyimide resins</subject><subject>Semi-aromatic</subject><subject>Steric hindrance</subject><subject>Substitutes</subject><subject>Substrates</subject><subject>Thermal resistance</subject><subject>Transparency</subject><subject>Wavelengths</subject><issn>0032-3861</issn><issn>1873-2291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqFkE1LAzEQhoMoWKs_QQh43jXJbprsSaT4BQUP6jlk80FTdpM1SS3115vS3r3MHOZ935l5ALjFqMYIL-439RSG_WhiTRDmNSY1aukZmGHOmoqQDp-DGUINqRq-wJfgKqUNQohQ0s5A-Nj7vDbJJSi9hmoto1TZRPcrswseBgvDlJ2Sw7CHOUqfJhmNzzCZ0VUyhrHoFDwc4EanDbRuGBPcubyGQ9hBO2xDdN5AFXwuvmtwYeWQzM2pz8HX89Pn8rVavb-8LR9XlWpYm6uW9poqplmriaW0kX0pjeWKok7hXnFtiW4t71omGeeo46zte6xIpxjqmW3m4O6YO8XwvTUpi03YRl9WCoI54gzTZlFU9KhSMaQUjRVTdKOMe4GROLAVG3FiKw5sBSaisC2-h6PPlBd-XJkm5YxXRrtoVBY6uH8S_gAOT4h9</recordid><startdate>20190201</startdate><enddate>20190201</enddate><creator>Liu, Huan</creator><creator>Zhai, Lei</creator><creator>Bai, Lan</creator><creator>He, Minhui</creator><creator>Wang, Changou</creator><creator>Mo, Song</creator><creator>Fan, Lin</creator><general>Elsevier Ltd</general><general>Elsevier BV</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QF</scope><scope>7QO</scope><scope>7QQ</scope><scope>7SC</scope><scope>7SE</scope><scope>7SP</scope><scope>7SR</scope><scope>7T7</scope><scope>7TA</scope><scope>7TB</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>F28</scope><scope>FR3</scope><scope>H8D</scope><scope>H8G</scope><scope>JG9</scope><scope>JQ2</scope><scope>KR7</scope><scope>L7M</scope><scope>L~C</scope><scope>L~D</scope><scope>P64</scope></search><sort><creationdate>20190201</creationdate><title>Synthesis and characterization of optically transparent semi-aromatic polyimide films with low fluorine content</title><author>Liu, Huan ; Zhai, Lei ; Bai, Lan ; He, Minhui ; Wang, Changou ; Mo, Song ; Fan, Lin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c374t-45bd5c7d74d2f553ab5533f8c509c1bc8df2d4f8947a78809874bb1c29c70b7f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Coloration</topic><topic>Cyclohexane</topic><topic>Diamines</topic><topic>Dianhydrides</topic><topic>Fluorine</topic><topic>Heat resistance</topic><topic>High transparency</topic><topic>Mechanical properties</topic><topic>Organic chemistry</topic><topic>Polyimide films</topic><topic>Polyimide resins</topic><topic>Semi-aromatic</topic><topic>Steric hindrance</topic><topic>Substitutes</topic><topic>Substrates</topic><topic>Thermal resistance</topic><topic>Transparency</topic><topic>Wavelengths</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Huan</creatorcontrib><creatorcontrib>Zhai, Lei</creatorcontrib><creatorcontrib>Bai, Lan</creatorcontrib><creatorcontrib>He, Minhui</creatorcontrib><creatorcontrib>Wang, Changou</creatorcontrib><creatorcontrib>Mo, Song</creatorcontrib><creatorcontrib>Fan, Lin</creatorcontrib><collection>CrossRef</collection><collection>Aluminium Industry Abstracts</collection><collection>Biotechnology Research Abstracts</collection><collection>Ceramic Abstracts</collection><collection>Computer and Information Systems Abstracts</collection><collection>Corrosion Abstracts</collection><collection>Electronics & Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Materials Business File</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ANTE: Abstracts in New Technology & Engineering</collection><collection>Engineering Research Database</collection><collection>Aerospace Database</collection><collection>Copper Technical Reference Library</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>Civil Engineering Abstracts</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Computer and Information Systems Abstracts Academic</collection><collection>Computer and Information Systems Abstracts Professional</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Polymer (Guilford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Huan</au><au>Zhai, Lei</au><au>Bai, Lan</au><au>He, Minhui</au><au>Wang, Changou</au><au>Mo, Song</au><au>Fan, Lin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and characterization of optically transparent semi-aromatic polyimide films with low fluorine content</atitle><jtitle>Polymer (Guilford)</jtitle><date>2019-02-01</date><risdate>2019</risdate><volume>163</volume><spage>106</spage><epage>114</epage><pages>106-114</pages><issn>0032-3861</issn><eissn>1873-2291</eissn><abstract>A series of novel semi-aromatic polyimides with low fluorine content were prepared from alicyclic dianhydrides, i.e. 1,2,4,5-cyclohexane-tetracarboxylic dianhydride (CHDA) and bicyclo[2.2.2]octa-7-ene-2,3,5,6-tetracarboxylic dianhydride (BCDA), and three aromatic diamines containing ortho-substituted methyl and pendent phenyl groups, respectively. These polyimides exhibited excellent solubility even though their fluorine content lower than 10 wt%. Chemical resistance to MEK and aqueous alkali of films was also satisfied for application as flexible substrates. The semi-aromatic polyimides showed outstanding heat resistance with Tg values up to 387 °C and good mechanical strength. These films had excellent optical transparency with cutoff wavelengths of 282–286 nm, transmittance >89% at 500 nm and yellowness indices <14.8. Especially, PIBF-3 and PIBF-6 were extremely transparent and very light color with thickness of 70 μm. Their improved optical transparency and elimination of coloration was mainly attributed to weakened electrophilicity of alicyclic dianhydrides, steric hindrance and distorted non-coplanar caused by ortho-substituted and bulky pendent groups.
[Display omitted]
•Novel semi-aromatic PIs with low fluorine content (<10 wt%) were synthesized.•PIs show high heat resistance, excellent optical transparency and light coloration.•Geometry structures and molecular orbital energy of model compounds were studied.•CTC is inhabited due to synergies of alicyclic, steric hindrance and non-coplanar.•A new strategy is developed for trade-off between transparency and other properties.</abstract><cop>Kidlington</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.polymer.2018.12.045</doi><tpages>9</tpages></addata></record> |
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| subjects | Coloration Cyclohexane Diamines Dianhydrides Fluorine Heat resistance High transparency Mechanical properties Organic chemistry Polyimide films Polyimide resins Semi-aromatic Steric hindrance Substitutes Substrates Thermal resistance Transparency Wavelengths |
| title | Synthesis and characterization of optically transparent semi-aromatic polyimide films with low fluorine content |
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