CA2901236C - Cellulose nanocrystals - thermoset resin systems, applications thereof and articles made therefrom - Google Patents
Cellulose nanocrystals - thermoset resin systems, applications thereof and articles made therefrom Download PDFInfo
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- CA2901236C CA2901236C CA2901236A CA2901236A CA2901236C CA 2901236 C CA2901236 C CA 2901236C CA 2901236 A CA2901236 A CA 2901236A CA 2901236 A CA2901236 A CA 2901236A CA 2901236 C CA2901236 C CA 2901236C
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- resin
- phenolic
- formaldehyde
- cnc
- phenol
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- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims description 43
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- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 abstract description 12
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/04—Condensation polymers of aldehydes or ketones with phenols only
- C08L61/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
- C08L61/12—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols with polyhydric phenols
-
- 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
- C08L97/02—Lignocellulosic material, e.g. wood, straw or bagasse
-
- 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
- C08G8/10—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with phenol
-
- 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
- C08G8/24—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with mixtures of two or more phenols which are not covered by only one of the groups C08G8/10 - C08G8/20
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- 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/38—Block or graft polymers prepared by polycondensation of aldehydes or ketones onto macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
- C08L1/02—Cellulose; Modified cellulose
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
- C08L1/02—Cellulose; Modified cellulose
- C08L1/04—Oxycellulose; Hydrocellulose, e.g. microcrystalline cellulose
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J161/00—Adhesives based on condensation polymers of aldehydes or ketones; Adhesives based on derivatives of such polymers
- C09J161/04—Condensation polymers of aldehydes or ketones with phenols only
- C09J161/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J161/00—Adhesives based on condensation polymers of aldehydes or ketones; Adhesives based on derivatives of such polymers
- C09J161/04—Condensation polymers of aldehydes or ketones with phenols only
- C09J161/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
- C09J161/12—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols with polyhydric phenols
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J197/00—Adhesives based on lignin-containing materials
- C09J197/005—Lignin
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Dry Formation Of Fiberboard And The Like (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (3)
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| US201361765454P | 2013-02-15 | 2013-02-15 | |
| US61/765,454 | 2013-02-15 | ||
| PCT/CA2014/050105 WO2014124541A1 (en) | 2013-02-15 | 2014-02-14 | Cellulose nanocrystals - thermoset resin systems, applications thereof and articles made therefrom |
Publications (2)
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| CA2901236A1 CA2901236A1 (en) | 2014-08-21 |
| CA2901236C true CA2901236C (en) | 2018-06-12 |
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| CA2901236A Expired - Fee Related CA2901236C (en) | 2013-02-15 | 2014-02-14 | Cellulose nanocrystals - thermoset resin systems, applications thereof and articles made therefrom |
Country Status (8)
| Country | Link |
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| US (2) | US20160002462A1 (enExample) |
| EP (1) | EP2956506A4 (enExample) |
| JP (1) | JP6335197B2 (enExample) |
| CN (1) | CN105164206A (enExample) |
| BR (1) | BR112015019414A2 (enExample) |
| CA (1) | CA2901236C (enExample) |
| CL (1) | CL2015002249A1 (enExample) |
| WO (1) | WO2014124541A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| EP3105298A4 (en) * | 2014-02-10 | 2017-07-05 | Celluforce Inc. | Nanocrystalline cellulose derived formaldehyde-based adhesive, uses thereof and process for preparing same |
| FI3186286T3 (fi) | 2014-09-26 | 2024-07-10 | Renmatix Inc | Selluloosaa sisältävät koostumukset ja niiden valmistusmenetelmät |
| BR102015001942A2 (pt) * | 2015-01-28 | 2016-08-23 | Ct Nac De Pesquisa Em En E Materiais | adesivos repolpáveis para substratos celulósicos, obtidos por solubilização ou plastificação de celulose, e seus usos |
| BR112017019184B1 (pt) * | 2015-03-09 | 2022-03-03 | Investigaciones Forestales Bioforest S.A | Método para produzir placas mdf, painéis de fibra e de partículas a partir de fibras celulósica |
| US10858554B2 (en) | 2015-04-15 | 2020-12-08 | Fpinnovations | High residual content (HRC) kraft/soda lignin as an ingredient in wood adhesives |
| KR102078098B1 (ko) | 2015-09-17 | 2020-02-17 | 오지 홀딩스 가부시키가이샤 | 조성물, 미세 섬유상 셀룰로오스 함유물 및 미세 섬유상 셀룰로오스 함유물의 제조 방법 |
| US10889716B2 (en) * | 2016-05-26 | 2021-01-12 | Georgia-Pacific Chemicals Llc | Binders containing an aldehyde-based resin and an isocyanate-based resin and methods for making composite lignocellulose products therefrom |
| US11780112B2 (en) | 2016-05-26 | 2023-10-10 | Bakelite Chemicals Llc | Binders containing an aldehyde-based resin and an isocyanate-based resin and methods for making composite lignocellulose products therefrom |
| JP2018103482A (ja) * | 2016-12-27 | 2018-07-05 | 大倉工業株式会社 | 木質ボードの製造方法 |
| NL2018722B1 (en) | 2017-04-14 | 2018-10-24 | Trespa Int Bv | A method for preparing an activated lignin composition |
| JP6837543B2 (ja) * | 2017-04-25 | 2021-03-03 | 株式会社ウッドワン | 接着剤 |
| US20240335976A1 (en) * | 2017-06-29 | 2024-10-10 | Ecosynthetix Inc. | Adhesive with tack and use in wood composite products |
| US11084907B2 (en) * | 2017-07-05 | 2021-08-10 | Tuskegee University | Nanocellulosic compositions |
| BR112020003679B1 (pt) * | 2017-09-19 | 2023-05-02 | Stick Tech Oy | Material dental contendo celulose nanocristalina, e processo para fabricação do mesmo |
| US11814524B2 (en) | 2018-01-07 | 2023-11-14 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. | Wood paste and objects made therefrom |
| FI128812B (fi) | 2018-01-23 | 2020-12-31 | Teknologian Tutkimuskeskus Vtt Oy | Päällystetty puuviilu ja menetelmä puuviilun käsittelemiseksi |
| CN109021297A (zh) * | 2018-06-21 | 2018-12-18 | 常州大学 | 一种改性酚醛树脂纤维素复合膜的制备方法及其应用 |
| CN109851733B (zh) * | 2018-12-29 | 2020-05-01 | 江南大学 | 木质素基酚醛树脂及其制备和应用 |
| SE543403C2 (en) * | 2019-05-02 | 2021-01-05 | Stora Enso Oyj | Method for manufacturing laminated veneer lumer product |
| CN110387028B (zh) * | 2019-05-21 | 2021-12-03 | 江南大学 | 一种羧基化纳米纤维素晶须改性水性聚氨酯的制备方法 |
| CA3150292C (en) * | 2019-08-06 | 2023-07-25 | Kevin O. Henderson | Nanocrystalline materials dispersed in vinyl-containing polymers and processes therefor |
| CN111234102B (zh) * | 2020-03-06 | 2022-03-11 | 陕西科技大学 | 一种圆偏振荧光发射的纤维素纳米纸的制备方法 |
| US12318961B2 (en) * | 2021-01-15 | 2025-06-03 | Innotech Alberta Inc. | Cellulose particle mold release layer |
| CN113583601B (zh) * | 2021-08-30 | 2023-04-11 | 广西完美木业集团有限公司 | 一种胶合板用防水防腐面胶及其制备方法 |
| CN114456754B (zh) * | 2022-03-28 | 2023-05-12 | 石河子大学 | 一种生物质基酚醛树脂胶黏剂及其制备方法 |
| CN114790329B (zh) * | 2022-05-31 | 2023-07-25 | 重庆大学 | 高力学性能线性形状记忆聚氨酯/纤维素纳米晶复合材料及其制备方法和应用 |
| CA3264890A1 (en) * | 2022-08-19 | 2024-02-22 | Flame Security International Pty Ltd | Foamable composition |
| NL2037838B1 (en) | 2024-05-31 | 2025-12-18 | Trespa Int Bv | A resin formulation on basis of a lignin based resin. |
| CN119252538B (zh) * | 2024-10-17 | 2025-10-28 | 江苏上上电缆集团有限公司 | 一种水面悬浮式反光型船舶用充电电缆及其制造方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51111843A (en) * | 1975-03-28 | 1976-10-02 | Nippon Kasei Kk | A phenolic resin adhesive composition |
| JPS528042A (en) * | 1975-07-10 | 1977-01-21 | Eidai Co Ltd | Process for preparing powder of lignin- phenol cocondensation adhesive |
| JPS6022024B2 (ja) * | 1981-02-04 | 1985-05-30 | 山陽国策パルプ株式会社 | 接着剤の製造法 |
| US5010156A (en) * | 1988-05-23 | 1991-04-23 | Eastman Kodak Company | Organosolv lignin-modified phenolic resins and method for their preparation |
| US5202403A (en) * | 1992-01-15 | 1993-04-13 | Georgia-Pacific Resins, Inc. | Lignin modified phenol-formaldehyde resins |
| WO1994024192A1 (en) * | 1993-04-09 | 1994-10-27 | Alcell Technologies Inc. | Lignin-based formulations for wood composites |
| JPH10121021A (ja) * | 1996-10-17 | 1998-05-12 | Koyo Sangyo Kk | 合板製造用接着剤及びこれを用いた合板の製造方法 |
| CN100365091C (zh) * | 2006-04-05 | 2008-01-30 | 北京林业大学 | 胶合板用酚醛树脂胶及其调制方法 |
| JP2008238756A (ja) * | 2007-03-29 | 2008-10-09 | Nippon Polyurethane Ind Co Ltd | リグノセルロース系熱圧成形体用接着剤組成物 |
| US9284474B2 (en) * | 2007-12-20 | 2016-03-15 | University Of Tennessee Research Foundation | Wood adhesives containing reinforced additives for structural engineering products |
| MY152707A (en) * | 2010-05-06 | 2014-11-28 | Koshii Wood Solutions Co Ltd | Adhesive composition for plywood, method for producing plywood, and plywood |
| US8816007B2 (en) * | 2010-07-28 | 2014-08-26 | Fpinnovations | Phenol-formaldehyde polymer with carbon nanotubes, a method of producing same, and products derived therefrom |
| BR112013005537B1 (pt) * | 2010-09-07 | 2021-04-13 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd | Artigo compósito e espuma de nano-material de celulose |
| JP2012201728A (ja) * | 2011-03-24 | 2012-10-22 | Sumitomo Bakelite Co Ltd | 木材用接着剤組成物 |
-
2014
- 2014-02-14 CA CA2901236A patent/CA2901236C/en not_active Expired - Fee Related
- 2014-02-14 WO PCT/CA2014/050105 patent/WO2014124541A1/en not_active Ceased
- 2014-02-14 US US14/768,137 patent/US20160002462A1/en not_active Abandoned
- 2014-02-14 EP EP14751622.3A patent/EP2956506A4/en not_active Withdrawn
- 2014-02-14 BR BR112015019414A patent/BR112015019414A2/pt not_active Application Discontinuation
- 2014-02-14 JP JP2015557306A patent/JP6335197B2/ja not_active Expired - Fee Related
- 2014-02-14 CN CN201480008602.XA patent/CN105164206A/zh active Pending
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2015
- 2015-08-12 CL CL2015002249A patent/CL2015002249A1/es unknown
-
2019
- 2019-02-05 US US16/267,500 patent/US20190169421A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO2014124541A4 (en) | 2014-10-23 |
| EP2956506A1 (en) | 2015-12-23 |
| CN105164206A (zh) | 2015-12-16 |
| JP6335197B2 (ja) | 2018-05-30 |
| JP2016513152A (ja) | 2016-05-12 |
| CL2015002249A1 (es) | 2016-02-05 |
| BR112015019414A2 (pt) | 2017-07-18 |
| CA2901236A1 (en) | 2014-08-21 |
| WO2014124541A1 (en) | 2014-08-21 |
| US20160002462A1 (en) | 2016-01-07 |
| US20190169421A1 (en) | 2019-06-06 |
| EP2956506A4 (en) | 2017-01-04 |
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Legal Events
| Date | Code | Title | Description |
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| EEER | Examination request |
Effective date: 20150813 |
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| MKLA | Lapsed |
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| MKLA | Lapsed |
Effective date: 20200214 |