Lignin-derived thermoplastic co-polymers and methods of preparation

Naskar, Amit K.; Saito, Tomonori; Pickel, Joseph M.; Baker, Frederick S.; Eberle, Claude Clifford; Norris, Robert E.; Mielenz, Jonathan Richard

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Title: Lignin-derived thermoplastic co-polymers and methods of preparation

Abstract

The present invention relates to a crosslinked lignin comprising a lignin structure having methylene or ethylene linking groups therein crosslinking between phenyl ring carbon atoms, wherein said crosslinked lignin is crosslinked to an extent that it has a number-average molecular weight of at least 10,000 g/mol, is melt-processible, and has either a glass transition temperature of at least 100.degree. C., or is substantially soluble in a polar organic solvent or aqueous alkaline solution. Thermoplastic copolymers containing the crosslinked lignin are also described. Methods for producing the crosslinked lignin and thermoplastic copolymers are also described.

Inventors:: Naskar, Amit K.; Saito, Tomonori; Pickel, Joseph M.; Baker, Frederick S.; Eberle, Claude Clifford; Norris, Robert E.; Mielenz, Jonathan Richard

Issue Date:: Tue Jun 10 00:00:00 EDT 2014

Research Org.:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)

Sponsoring Org.:: USDOE

OSTI Identifier:: 1134075

Patent Number(s):: 8748537

Application Number:: 14/058,657

Assignee:: UT-Battelle, LLC (Oak Ridge, TN)

Patent Classifications (CPCs):: C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08F - MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS

C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08G - MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

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C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08F - MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
C08F8/00 - Chemical modification by after-treatment

C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08G - MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
C08G65/2612 - {containing aromatic or arylaliphatic hydroxyl groups}
C08G65/40 - from phenols

C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08H - DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
C08H6/00 - {Macromolecular compounds derived from lignin, e.g. tannins, humic acids}

C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08J - WORKING-UP
C08J2309/00 - Characterised by the use of homopolymers or copolymers of conjugated diene hydrocarbons
C08J2367/04 - Polyesters derived from hydroxy carboxylic acids, e.g. lactones
C08J2397/00 - Characterised by the use of lignin-containing materials
C08J3/243 - {Two or more independent types of crosslinking for one or more polymers}
C08J3/246 - {Intercrosslinking of at least two polymers}

C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08L - COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
C08L2205/05 - containing polymer components which can react with one another
C08L71/02 - Polyalkylene oxides
C08L97/00 - Compositions of lignin-containing materials

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DOE Contract Number:: AC05-00OR22725

Resource Type:: Patent

Resource Relation:: Patent File Date: 2013 Oct 21

Country of Publication:: United States

Language:: English

Subject:: 36 MATERIALS SCIENCE

Citation Formats


                    Naskar, Amit K., Saito, Tomonori, Pickel, Joseph M., Baker, Frederick S., Eberle, Claude Clifford, Norris, Robert E., and Mielenz, Jonathan Richard. Lignin-derived thermoplastic co-polymers and methods of preparation.  United States: N. p., 2014. 
        Web.

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                    Naskar, Amit K., Saito, Tomonori, Pickel, Joseph M., Baker, Frederick S., Eberle, Claude Clifford, Norris, Robert E., & Mielenz, Jonathan Richard. Lignin-derived thermoplastic co-polymers and methods of preparation.  United States.

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                    Naskar, Amit K., Saito, Tomonori, Pickel, Joseph M., Baker, Frederick S., Eberle, Claude Clifford, Norris, Robert E., and Mielenz, Jonathan Richard. Tue .  
        "Lignin-derived thermoplastic co-polymers and methods of preparation".  United States.  https://www.osti.gov/servlets/purl/1134075.

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@article{osti_1134075,

  title        = {Lignin-derived thermoplastic co-polymers and methods of preparation},

  author       = {Naskar, Amit K. and Saito, Tomonori and Pickel, Joseph M. and Baker, Frederick S. and Eberle, Claude Clifford and Norris, Robert E. and Mielenz, Jonathan Richard},

  abstractNote = {The present invention relates to a crosslinked lignin comprising a lignin structure having methylene or ethylene linking groups therein crosslinking between phenyl ring carbon atoms, wherein said crosslinked lignin is crosslinked to an extent that it has a number-average molecular weight of at least 10,000 g/mol, is melt-processible, and has either a glass transition temperature of at least 100.degree. C., or is substantially soluble in a polar organic solvent or aqueous alkaline solution. Thermoplastic copolymers containing the crosslinked lignin are also described. Methods for producing the crosslinked lignin and thermoplastic copolymers are also described.},

  doi          = {},

  journal      = {},
number       = ,

  volume       = ,

  place        = {United States},

  year         = {Tue Jun 10 00:00:00 EDT 2014},

  month        = {Tue Jun 10 00:00:00 EDT 2014}

}

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Works referenced in this record:

Process for making lignin gels in bead form
patent, September 1979

Brown, Wynford
US Patent Document 4,168,371
URL: https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/4168371

Lignothermoplastic
patent, February 2013

Park, David W.; Neogi, Amar N.; Furtner, Jr., Ludwig
US Patent Document 8,383,784
URL: https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/8383784