CA2214013C - Lignin based polyols - Google Patents
Lignin based polyols Download PDFInfo
- Publication number
- CA2214013C CA2214013C CA2214013A CA2214013A CA2214013C CA 2214013 C CA2214013 C CA 2214013C CA 2214013 A CA2214013 A CA 2214013A CA 2214013 A CA2214013 A CA 2214013A CA 2214013 C CA2214013 C CA 2214013C
- Authority
- CA
- Canada
- Prior art keywords
- lignin
- polyol
- composition
- derived
- foam
- 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.)
- Expired - Lifetime
Links
- 229920005610 lignin Polymers 0.000 title claims abstract description 51
- 229920005862 polyol Polymers 0.000 title claims abstract description 40
- 150000003077 polyols Chemical class 0.000 title claims abstract description 40
- 239000006260 foam Substances 0.000 claims abstract description 23
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000012948 isocyanate Substances 0.000 claims abstract description 17
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 16
- 238000004537 pulping Methods 0.000 claims abstract description 14
- 239000000203 mixture Substances 0.000 claims description 25
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 8
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 7
- 229920000570 polyether Polymers 0.000 claims description 7
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 239000002028 Biomass Substances 0.000 claims description 3
- 229910001410 inorganic ion Inorganic materials 0.000 claims description 3
- 238000005191 phase separation Methods 0.000 claims description 3
- 239000002655 kraft paper Substances 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 229920005903 polyol mixture Polymers 0.000 claims 2
- 229920001131 Pulp (paper) Polymers 0.000 claims 1
- 239000003963 antioxidant agent Substances 0.000 claims 1
- 230000003078 antioxidant effect Effects 0.000 claims 1
- 235000006708 antioxidants Nutrition 0.000 claims 1
- 230000002209 hydrophobic effect Effects 0.000 claims 1
- 229920005906 polyester polyol Polymers 0.000 claims 1
- 239000005031 sulfite paper Substances 0.000 claims 1
- 239000004033 plastic Substances 0.000 abstract description 9
- 229920003023 plastic Polymers 0.000 abstract description 9
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract description 4
- 229910052708 sodium Inorganic materials 0.000 abstract description 4
- 239000011734 sodium Substances 0.000 abstract description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 3
- 239000000047 product Substances 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- PIWKPBJCKXDKJR-UHFFFAOYSA-N Isoflurane Chemical compound FC(F)OC(Cl)C(F)(F)F PIWKPBJCKXDKJR-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 229940084362 forane Drugs 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 239000002341 toxic gas Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000003517 fume Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 229920005611 kraft lignin Polymers 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 239000004620 low density foam Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 230000000930 thermomechanical effect Effects 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G1/00—Methods of preparing compounds of metals not covered by subclasses C01B, C01C, C01D, or C01F, in general
-
- 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
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
- C08G18/6492—Lignin containing materials; Wood resins; Wood tars; Derivatives thereof
-
- 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2101/00—Manufacture of cellular products
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Wood Science & Technology (AREA)
- Inorganic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US952995P | 1995-12-29 | 1995-12-29 | |
US60/009,529 | 1995-12-29 | ||
PCT/US1996/020140 WO1997024362A1 (en) | 1995-12-29 | 1996-12-27 | Lignin based polyols |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2214013A1 CA2214013A1 (en) | 1997-07-10 |
CA2214013C true CA2214013C (en) | 2011-05-10 |
Family
ID=21738217
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA2214013A Expired - Lifetime CA2214013C (en) | 1995-12-29 | 1996-12-27 | Lignin based polyols |
Country Status (13)
Country | Link |
---|---|
EP (1) | EP0812326A4 (es) |
JP (1) | JPH11501946A (es) |
KR (1) | KR19980702567A (es) |
CN (1) | CN1176643A (es) |
AU (1) | AU1336497A (es) |
BR (1) | BR9607058A (es) |
CA (1) | CA2214013C (es) |
EA (1) | EA199700204A1 (es) |
MX (1) | MX9706348A (es) |
NO (1) | NO973988L (es) |
PL (1) | PL322023A1 (es) |
SE (1) | SE9703037D0 (es) |
WO (1) | WO1997024362A1 (es) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
US10533030B2 (en) | 2010-02-15 | 2020-01-14 | Suzano Canada Inc. | Carbon fibre compositions comprising lignin derivatives |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20050014919A1 (en) * | 2001-06-15 | 2005-01-20 | Hyoe Hatakeyama | Lignin-based polyurethane and process for producing the same |
ITTO20090351A1 (it) * | 2009-05-04 | 2010-11-05 | Univ Pisa | Procedimento di produzione di schiume poliuretaniche/poliureiche da materiali a base di lignina |
EP2435457B1 (en) * | 2009-05-28 | 2020-02-19 | Suzano Canada Inc. | Resin compositions comprising lignin derivatives |
JP2011219715A (ja) * | 2010-02-10 | 2011-11-04 | Hitachi Chem Co Ltd | 成形用樹脂コンパウンド材料 |
CN102959033B (zh) | 2010-02-15 | 2016-10-12 | 丽格诺新创有限公司 | 含有木素衍生物的粘合剂组合物 |
CA2832563C (en) * | 2011-04-06 | 2023-06-13 | Harold E. Thompson | Multi-purpose lignin-carbohydrate binding system |
WO2013113462A1 (en) * | 2012-02-02 | 2013-08-08 | Annikki Gmbh | Process for the production of polyols |
JP2013170245A (ja) * | 2012-02-22 | 2013-09-02 | Hitachi Chemical Co Ltd | 新規なポリウレタン |
EP2644758B1 (en) * | 2012-03-29 | 2014-12-10 | Honda R&D Europe (Deutschland) GmbH | Stabilization of lignin carbon fibers with crosslinkers |
CA2874970A1 (en) * | 2012-06-01 | 2013-12-05 | Henri J.M. Grunbauer | A composition in the form of a dispersion comprising a lignin, a method for the manufacturing thereof and use thereof |
EP2935411B1 (en) * | 2012-12-18 | 2019-04-24 | Akzo Nobel Coatings International B.V. | Lignin based coating compositions |
CA2918686C (en) | 2013-08-13 | 2017-05-30 | Enerlab 2000 Inc. | Process for the preparation of lignin based polyurethane products |
CN105622957B (zh) * | 2014-11-05 | 2018-05-04 | 中国石油化工集团公司 | 一种木质素聚醚多元醇的制备方法 |
KR20170113565A (ko) * | 2015-01-21 | 2017-10-12 | 레지네이트 머티리얼스 그룹, 아이엔씨. | 열가소성 폴리에스테르 및 리그닌 또는 탄닌 유래의 고 재활용 함량의 폴리올 |
CN105175682B (zh) * | 2015-09-25 | 2017-11-14 | 南京工业大学 | 一种利用木质素新型液化方法制备聚氨酯泡沫的工艺 |
CN106283642B (zh) * | 2016-08-09 | 2018-12-18 | 李挺晖 | 一种利用造纸黑液制备阻燃剂的方法 |
WO2018035598A1 (en) * | 2016-08-23 | 2018-03-01 | National Research Council Of Canada | Lignin pellets and process for producing same |
CN111454465B (zh) * | 2020-04-15 | 2022-05-24 | 黎明化工研究设计院有限责任公司 | 一种改性木质素、全水基低密度阻燃软质聚氨酯泡沫组合物及其制备方法 |
CN111607062B (zh) * | 2020-05-29 | 2022-04-08 | 河南恒泰源新材料有限公司 | 一种生物质聚氨酯发泡材料及制备方法 |
CN113142184A (zh) * | 2021-04-08 | 2021-07-23 | 浙江海洋大学 | 一种教学用海洋生物标本的制作方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3519581A (en) * | 1967-01-13 | 1970-07-07 | Westvaco Corp | Method of producing synthetic lignin-polyisocyanate resin |
US4851457A (en) * | 1988-02-16 | 1989-07-25 | Kurple Kenneth R | Foundry resins |
JP2675997B2 (ja) * | 1988-05-16 | 1997-11-12 | 工業技術院長 | 新規なポリウレタンの製造方法 |
-
1996
- 1996-12-27 AU AU13364/97A patent/AU1336497A/en not_active Abandoned
- 1996-12-27 BR BR9607058A patent/BR9607058A/pt not_active Application Discontinuation
- 1996-12-27 WO PCT/US1996/020140 patent/WO1997024362A1/en not_active Application Discontinuation
- 1996-12-27 EA EA199700204A patent/EA199700204A1/ru unknown
- 1996-12-27 CN CN96192247A patent/CN1176643A/zh active Pending
- 1996-12-27 PL PL96322023A patent/PL322023A1/xx unknown
- 1996-12-27 EP EP96944852A patent/EP0812326A4/en not_active Ceased
- 1996-12-27 KR KR1019970705973A patent/KR19980702567A/ko not_active Application Discontinuation
- 1996-12-27 CA CA2214013A patent/CA2214013C/en not_active Expired - Lifetime
- 1996-12-27 JP JP9524388A patent/JPH11501946A/ja active Pending
- 1996-12-27 MX MX9706348A patent/MX9706348A/es active IP Right Grant
-
1997
- 1997-08-22 SE SE9703037A patent/SE9703037D0/xx not_active Application Discontinuation
- 1997-08-29 NO NO973988A patent/NO973988L/no not_active Application Discontinuation
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9708490B2 (en) | 2009-05-28 | 2017-07-18 | Fibria Innovations Inc. | Derivatives of native lignin |
US10435562B2 (en) | 2009-05-28 | 2019-10-08 | Fibria Innovations Inc. | Derivatives of native lignin, lignin-wax compositions, their preparation, and uses thereof |
US10533030B2 (en) | 2010-02-15 | 2020-01-14 | Suzano Canada Inc. | Carbon fibre compositions comprising lignin derivatives |
US9840621B2 (en) | 2011-03-24 | 2017-12-12 | Fibria Innovations Inc. | Compositions comprising lignocellulosic biomass and organic solvent |
Also Published As
Publication number | Publication date |
---|---|
SE9703037L (sv) | 1997-08-22 |
MX9706348A (es) | 1997-11-29 |
BR9607058A (pt) | 1998-12-15 |
CA2214013A1 (en) | 1997-07-10 |
EP0812326A4 (en) | 1998-05-06 |
NO973988L (no) | 1997-10-28 |
KR19980702567A (ko) | 1998-07-15 |
EA199700204A1 (ru) | 1998-02-26 |
CN1176643A (zh) | 1998-03-18 |
PL322023A1 (en) | 1998-01-05 |
NO973988D0 (no) | 1997-08-29 |
WO1997024362A1 (en) | 1997-07-10 |
EP0812326A1 (en) | 1997-12-17 |
JPH11501946A (ja) | 1999-02-16 |
AU1336497A (en) | 1997-07-28 |
SE9703037D0 (sv) | 1997-08-22 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKEX | Expiry |
Effective date: 20161228 |