From Tree to Tape: Direct Synthesis of Pressure Sensitive Adhesives from Depolymerized Raw Lignocellulosic Biomass.
Identifieur interne : 000E94 ( Main/Exploration ); précédent : 000E93; suivant : 000E95From Tree to Tape: Direct Synthesis of Pressure Sensitive Adhesives from Depolymerized Raw Lignocellulosic Biomass.
Auteurs : Shu Wang [États-Unis] ; Li Shuai [États-Unis] ; Basudeb Saha [États-Unis] ; Dionisios G. Vlachos [États-Unis] ; Thomas H. Epps [États-Unis]Source :
- ACS central science [ 2374-7943 ] ; 2018.
Abstract
We report a new and robust strategy toward the development of high-performance pressure sensitive adhesives (PSAs) from chemicals directly obtained from raw biomass deconstruction. A particularly unique and translatable aspect of this work was the use of a monomer obtained from real biomass, as opposed to a model compound or lignin-mimic, to generate well-defined and nanostructure-forming polymers. Herein, poplar wood depolymerization followed by minimal purification steps (filtration and extraction) produced two aromatic compounds, 4-propylsyringol and 4-propylguaiacol, with high purity and yield. Efficient functionalization of those aromatic compounds with either acrylate or methacrylate groups generated monomers that could be easily polymerized by a scalable reversible addition-fragmentation chain-transfer (RAFT) process to yield polymeric materials with high glass transition temperatures and robust thermal stabilities, especially relative to other potentially biobased alternatives. These lignin-derived compounds were used as a major component in low-dispersity triblock polymers composed of 4-propylsyringyl acrylate and n-butyl acrylate (also can be biobased). The resulting PSAs exhibited excellent adhesion to stainless steel without the addition of any tackifier or plasticizer. The 180° peel forces were up to 4 N cm-1, and tack forces were up to 2.5 N cm-1, competitive with commercial Fisherbrand labeling tape and Scotch Magic tape, demonstrating the practical significance of our biomass-derived materials.
DOI: 10.1021/acscentsci.8b00140
PubMed: 29974065
PubMed Central: PMC6026785
Affiliations:
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These lignin-derived compounds were used as a major component in low-dispersity triblock polymers composed of 4-propylsyringyl acrylate and <i>n</i>-butyl acrylate (also can be biobased). The resulting PSAs exhibited excellent adhesion to stainless steel without the addition of any tackifier or plasticizer. The 180° peel forces were up to 4 N cm<sup>-1</sup>, and tack forces were up to 2.5 N cm<sup>-1</sup>, competitive with commercial Fisherbrand labeling tape and Scotch Magic tape, demonstrating the practical significance of our biomass-derived materials.</div></front></TEI><pubmed><MedlineCitation Status="PubMed-not-MEDLINE" Owner="NLM"><PMID Version="1">29974065</PMID><DateRevised><Year>2020</Year><Month>10</Month><Day>01</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Print">2374-7943</ISSN><JournalIssue CitedMedium="Print"><Volume>4</Volume><Issue>6</Issue><PubDate><Year>2018</Year><Month>Jun</Month><Day>27</Day></PubDate></JournalIssue><Title>ACS central science</Title><ISOAbbreviation>ACS Cent Sci</ISOAbbreviation></Journal><ArticleTitle>From Tree to Tape: Direct Synthesis of Pressure Sensitive Adhesives from Depolymerized Raw Lignocellulosic Biomass.</ArticleTitle><Pagination><MedlinePgn>701-708</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1021/acscentsci.8b00140</ELocationID><Abstract><AbstractText>We report a new and robust strategy toward the development of high-performance pressure sensitive adhesives (PSAs) from chemicals directly obtained from raw biomass deconstruction. A particularly unique and translatable aspect of this work was the use of a monomer obtained from real biomass, as opposed to a model compound or lignin-mimic, to generate well-defined and nanostructure-forming polymers. Herein, poplar wood depolymerization followed by minimal purification steps (filtration and extraction) produced two aromatic compounds, 4-propylsyringol and 4-propylguaiacol, with high purity and yield. Efficient functionalization of those aromatic compounds with either acrylate or methacrylate groups generated monomers that could be easily polymerized by a scalable reversible addition-fragmentation chain-transfer (RAFT) process to yield polymeric materials with high glass transition temperatures and robust thermal stabilities, especially relative to other potentially biobased alternatives. These lignin-derived compounds were used as a major component in low-dispersity triblock polymers composed of 4-propylsyringyl acrylate and <i>n</i>-butyl acrylate (also can be biobased). The resulting PSAs exhibited excellent adhesion to stainless steel without the addition of any tackifier or plasticizer. The 180° peel forces were up to 4 N cm<sup>-1</sup>, and tack forces were up to 2.5 N cm<sup>-1</sup>, competitive with commercial Fisherbrand labeling tape and Scotch Magic tape, demonstrating the practical significance of our biomass-derived materials.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Wang</LastName><ForeName>Shu</ForeName><Initials>S</Initials><AffiliationInfo><Affiliation>Department of Chemical & Biomolecular Engineering, University of Delaware, Newark, Delaware 19716, United States.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Shuai</LastName><ForeName>Li</ForeName><Initials>L</Initials><AffiliationInfo><Affiliation>Center for Energy Innovation, University of Delaware, Newark, Delaware 19716, United States.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Saha</LastName><ForeName>Basudeb</ForeName><Initials>B</Initials><AffiliationInfo><Affiliation>Center for Energy Innovation, University of Delaware, Newark, Delaware 19716, United States.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Vlachos</LastName><ForeName>Dionisios G</ForeName><Initials>DG</Initials><AffiliationInfo><Affiliation>Department of Chemical & Biomolecular Engineering, University of Delaware, Newark, Delaware 19716, United States.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>Center for Energy Innovation, University of Delaware, Newark, Delaware 19716, United States.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Epps</LastName><ForeName>Thomas H</ForeName><Initials>TH</Initials><Suffix>3rd</Suffix><AffiliationInfo><Affiliation>Department of Chemical & Biomolecular Engineering, University of Delaware, Newark, Delaware 19716, United States.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>Department of Materials Science & Engineering, University of Delaware, Newark, Delaware 19716, United States.</Affiliation></AffiliationInfo></Author></AuthorList><Language>eng</Language><GrantList CompleteYN="Y"><Grant><GrantID>P30 GM110758</GrantID><Acronym>GM</Acronym><Agency>NIGMS NIH HHS</Agency><Country>United States</Country></Grant></GrantList><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2018</Year><Month>05</Month><Day>15</Day></ArticleDate></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>ACS Cent Sci</MedlineTA><NlmUniqueID>101660035</NlmUniqueID><ISSNLinking>2374-7943</ISSNLinking></MedlineJournalInfo><CoiStatement>The authors declare no competing financial interest.</CoiStatement></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2018</Year><Month>03</Month><Day>05</Day></PubMedPubDate><PubMedPubDate 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10;16(8):2537-9</Citation><ArticleIdList><ArticleId IdType="pubmed">26214728</ArticleId></ArticleIdList></Reference><Reference><Citation>J Am Chem Soc. 2018 Mar 21;140(11):4054-4061</Citation><ArticleIdList><ArticleId IdType="pubmed">29498848</ArticleId></ArticleIdList></Reference><Reference><Citation>Angew Chem Int Ed Engl. 2014 Aug 11;53(33):8634-9</Citation><ArticleIdList><ArticleId IdType="pubmed">24920053</ArticleId></ArticleIdList></Reference><Reference><Citation>Biomacromolecules. 2017 Aug 14;18(8):2640-2648</Citation><ArticleIdList><ArticleId IdType="pubmed">28682053</ArticleId></ArticleIdList></Reference><Reference><Citation>ACS Macro Lett. 2016 May 17;5(5):574-578</Citation><ArticleIdList><ArticleId IdType="pubmed">27213117</ArticleId></ArticleIdList></Reference><Reference><Citation>Soft Matter. 2014 Oct 14;10(38):7405-24</Citation><ArticleIdList><ArticleId IdType="pubmed">25131385</ArticleId></ArticleIdList></Reference><Reference><Citation>Chem Commun (Camb). 2012 Jul 18;48(56):7019-21</Citation><ArticleIdList><ArticleId IdType="pubmed">22523746</ArticleId></ArticleIdList></Reference><Reference><Citation>Science. 2016 Oct 21;354(6310):329-333</Citation><ArticleIdList><ArticleId IdType="pubmed">27846566</ArticleId></ArticleIdList></Reference><Reference><Citation>Curr Opin Biotechnol. 2017 Jun;45:120-126</Citation><ArticleIdList><ArticleId IdType="pubmed">28346893</ArticleId></ArticleIdList></Reference><Reference><Citation>Sci Rep. 2017 Aug 21;7(1):8420</Citation><ArticleIdList><ArticleId IdType="pubmed">28827602</ArticleId></ArticleIdList></Reference></ReferenceList></PubmedData></pubmed><affiliations><list><country><li>États-Unis</li></country></list><tree><country name="États-Unis"><noRegion><name sortKey="Wang, Shu" sort="Wang, Shu" uniqKey="Wang S" first="Shu" last="Wang">Shu Wang</name></noRegion><name sortKey="Epps, Thomas H" sort="Epps, Thomas H" uniqKey="Epps T" first="Thomas H" last="Epps">Thomas H. 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