WO2011097721A1 - Carbon fibre compositions comprising lignin derivatives - Google Patents

Carbon fibre compositions comprising lignin derivatives Download PDF

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Publication number
WO2011097721A1
WO2011097721A1 PCT/CA2011/000184 CA2011000184W WO2011097721A1 WO 2011097721 A1 WO2011097721 A1 WO 2011097721A1 CA 2011000184 W CA2011000184 W CA 2011000184W WO 2011097721 A1 WO2011097721 A1 WO 2011097721A1
Authority
WO
WIPO (PCT)
Prior art keywords
lignin
mmol
derivative according
biomass
carbon
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/CA2011/000184
Other languages
English (en)
French (fr)
Inventor
Alex Berlin
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lignol Innovations Ltd
Original Assignee
Lignol Innovations Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Lignol Innovations Ltd filed Critical Lignol Innovations Ltd
Priority to EP11741789.9A priority Critical patent/EP2536780A4/en
Priority to CA2798268A priority patent/CA2798268C/en
Priority to CN201180019183.6A priority patent/CN102844357B/zh
Priority to JP2012553159A priority patent/JP5909840B2/ja
Publication of WO2011097721A1 publication Critical patent/WO2011097721A1/en
Priority to US13/584,616 priority patent/US9376536B2/en
Anticipated expiration legal-status Critical
Priority to US15/177,607 priority patent/US10533030B2/en
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
    • C07G1/00—Lignin; Lignin derivatives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
    • C08H6/00—Macromolecular compounds derived from lignin, e.g. tannins, humic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
    • C08H8/00—Macromolecular compounds derived from lignocellulosic materials
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L97/00—Compositions of lignin-containing materials
    • C08L97/005—Lignin
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F9/00—Artificial filaments or the like of other substances; Manufacture thereof; Apparatus specially adapted for the manufacture of carbon filaments
    • D01F9/08—Artificial filaments or the like of other substances; Manufacture thereof; Apparatus specially adapted for the manufacture of carbon filaments of inorganic material
    • D01F9/12—Carbon filaments; Apparatus specially adapted for the manufacture thereof
    • D01F9/14—Carbon filaments; Apparatus specially adapted for the manufacture thereof by decomposition of organic filaments
    • D01F9/16—Carbon filaments; Apparatus specially adapted for the manufacture thereof by decomposition of organic filaments from products of vegetable origin or derivatives thereof, e.g. from cellulose acetate
    • D01F9/17—Carbon filaments; Apparatus specially adapted for the manufacture thereof by decomposition of organic filaments from products of vegetable origin or derivatives thereof, e.g. from cellulose acetate from lignin

Definitions

  • the present disclosure provides hgnin derivatives from annual fibre biomass wherein the derivatives have an alkoxy content, such as ethoxy content, of from about 0.25 mmol/ g to about 1.4 mmol/g; about 0.35 mmol/g to about 1.3 mmol/g; about 0.45 mmol/g to about 1.2 mmol/g; about 0.5 mmol/g to about 1.1 mmol/g; and/or a carbon content from 64.5% to about 75.5%; from about 65.0% to about 72.5%; from about 65.5% to about 70.5%.
  • an alkoxy content such as ethoxy content
  • the solution comprises about 30% or greater, by weight, of organic solvent
  • the solution comprises about 30% or greater, by weight, of organic solvent
  • the derivatives of native lignin herein may be incorporated into carbon fibres.
  • a flow chart of one embodiment of a method for producing carbon fibre with the present derivatives is shown in figure 4.
  • Carbon fibres comprising the derivatives of native lignin of the present disclosure or a blend of polyacrylonitrile or other compatible polymers and the lignin derivatives of the present disclosure may be used to reinforce composite materials comprising polymers. They may also be used to reinforce non-polymer materials. The fibres may also be woven into fabrics and textiles.
  • This disclosure provides methods for production and description of chemical properties of lignin derivatives with enhanced spinnability, improved engineering properties of resulting carbon fibres as measured by their tensile strength and modulus of elasticity.
  • the lignin derivatives in this disclosure can be spun into lignin fibres and subsequently carbonized into carbon fibres at yields exceeding 45%, tensile strength higher than 388-550 MPa, and modulus of elasticity exceeding 30-60 GPa. Spinnability of these lignin derivatives into lignin fibres can exceed 100 m/min.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paper (AREA)
  • Compounds Of Unknown Constitution (AREA)
  • Inorganic Fibers (AREA)
PCT/CA2011/000184 2010-02-15 2011-02-15 Carbon fibre compositions comprising lignin derivatives Ceased WO2011097721A1 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
EP11741789.9A EP2536780A4 (en) 2010-02-15 2011-02-15 CARBON FIBER COMPOSITIONS CONTAINING LIGNIN DERIVATIVES
CA2798268A CA2798268C (en) 2010-02-15 2011-02-15 Carbon fibre compositions comprising lignin derivatives
CN201180019183.6A CN102844357B (zh) 2010-02-15 2011-02-15 含有木素衍生物的碳纤维组合物
JP2012553159A JP5909840B2 (ja) 2010-02-15 2011-02-15 リグニン誘導体を含む炭素繊維組成物
US13/584,616 US9376536B2 (en) 2010-02-15 2012-08-13 Carbon fibre compositions comprising lignin derivatives
US15/177,607 US10533030B2 (en) 2010-02-15 2016-06-09 Carbon fibre compositions comprising lignin derivatives

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US30475210P 2010-02-15 2010-02-15
US61/304,752 2010-02-15

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US13/584,616 Continuation US9376536B2 (en) 2010-02-15 2012-08-13 Carbon fibre compositions comprising lignin derivatives

Publications (1)

Publication Number Publication Date
WO2011097721A1 true WO2011097721A1 (en) 2011-08-18

Family

ID=44367091

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CA2011/000184 Ceased WO2011097721A1 (en) 2010-02-15 2011-02-15 Carbon fibre compositions comprising lignin derivatives

Country Status (6)

Country Link
US (2) US9376536B2 (enExample)
EP (1) EP2536780A4 (enExample)
JP (1) JP5909840B2 (enExample)
CN (1) CN102844357B (enExample)
CA (1) CA2798268C (enExample)
WO (1) WO2011097721A1 (enExample)

Cited By (12)

* Cited by examiner, † Cited by third party
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WO2013020919A1 (de) * 2011-08-05 2013-02-14 Sgl Carbon Se Precursorfasern auf basis von nachwachsenden rohstoffen
WO2013112100A1 (en) * 2012-01-23 2013-08-01 Innventia Ab Method for stabilizing lignin fiber for further conversion to carbon fiber
WO2014078120A1 (en) * 2012-11-16 2014-05-22 Graftech International Holdings Inc. Carbon fibers derived from lignin/carbon residue
DE102014004797A1 (de) 2013-05-24 2014-11-27 Deutsche Institute Für Textil- Und Faserforschung Denkendorf Precursor-Fasern von Lignin-basierten Carbonfasern, deren Herstellung und Verwendung
JP2016516882A (ja) * 2013-05-03 2016-06-09 ヴァーディア， インコーポレイテッド 熱安定なリグニン画分の調製の方法
US9708490B2 (en) 2009-05-28 2017-07-18 Fibria Innovations Inc. Derivatives of native lignin
US9840621B2 (en) 2011-03-24 2017-12-12 Fibria Innovations Inc. Compositions comprising lignocellulosic biomass and organic solvent
US9982174B2 (en) 2010-02-15 2018-05-29 Fibria Innovations Inc. Binder compositions comprising lignin derivatives
US10138332B2 (en) 2013-05-03 2018-11-27 Virdia, Inc. Methods for treating lignocellulosic materials
US10533030B2 (en) 2010-02-15 2020-01-14 Suzano Canada Inc. Carbon fibre compositions comprising lignin derivatives
US10767308B2 (en) 2014-07-09 2020-09-08 Virdia, Inc. Methods for separating and refining lignin from black liquor and compositions thereof
US11053558B2 (en) 2012-05-03 2021-07-06 Virdia, Llc Methods for treating lignocellulosic materials

Families Citing this family (9)

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Publication number Priority date Publication date Assignee Title
WO2014094104A1 (en) * 2012-12-18 2014-06-26 Lignol Innovations Ltd. Processes for recovery of derivatives of native lignin
BR112015023320A2 (pt) * 2013-03-15 2017-07-18 Renmatix Inc lignina técnica; lignina técnica que tem um espectro de rmn de hsqc de 1h-13c; e lignina técnica que tem um espectro de rmn de 13c
FI126737B (en) 2013-11-26 2017-04-28 Upm Kymmene Corp A process for treating lignin and preparing a binder composition
US9890480B2 (en) * 2014-06-05 2018-02-13 University Of North Texas Methods for producing carbon fibers from poly-(caffeyl alcohol)
PL3186286T3 (pl) 2014-09-26 2024-08-19 Renmatix Inc. Kompozycje zawierające celulozę i sposoby ich wytwarzania
EP3307751B1 (en) * 2015-06-15 2020-02-05 Ren Fuel K2B AB Composition comprising derivatized lignin for fuel production
GB2579864A (en) * 2018-12-18 2020-07-08 Univ Limerick Improvements relating to thermoelectric materials
US20240052530A1 (en) * 2020-08-25 2024-02-15 The Texas A&M University System Lignin Fractionation and Fabrication for Quality Carbon Fiber
WO2025054733A1 (en) * 2023-09-15 2025-03-20 Suzano Canada Inc. Lignin-derived hard carbons and methods of use thereof

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US20130211056A1 (en) 2013-08-15
CA2798268A1 (en) 2011-08-18
US10533030B2 (en) 2020-01-14
CN102844357A (zh) 2012-12-26
US9376536B2 (en) 2016-06-28
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US20160280730A1 (en) 2016-09-29
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