BRPI0716586B1 - Composição adesiva de polímero de poliaminopoliamida-epialoidrina de baixo peso molecular e proteína, uso da referida composição e produtos de madeira - Google Patents
Composição adesiva de polímero de poliaminopoliamida-epialoidrina de baixo peso molecular e proteína, uso da referida composição e produtos de madeira Download PDFInfo
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- BRPI0716586B1 BRPI0716586B1 BRPI0716586-2A BRPI0716586A BRPI0716586B1 BR PI0716586 B1 BRPI0716586 B1 BR PI0716586B1 BR PI0716586 A BRPI0716586 A BR PI0716586A BR PI0716586 B1 BRPI0716586 B1 BR PI0716586B1
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L97/00—Compositions of lignin-containing materials
- C08L97/005—Lignin
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27N—MANUFACTURE BY DRY PROCESSES OF ARTICLES, WITH OR WITHOUT ORGANIC BINDING AGENTS, MADE FROM PARTICLES OR FIBRES CONSISTING OF WOOD OR OTHER LIGNOCELLULOSIC OR LIKE ORGANIC MATERIAL
- B27N3/00—Manufacture of substantially flat articles, e.g. boards, from particles or fibres
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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
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/02—Polyamines
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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
- C08L89/00—Compositions of proteins; Compositions of derivatives thereof
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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
- C08L97/00—Compositions of lignin-containing materials
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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
- C08L97/00—Compositions of lignin-containing materials
- C08L97/02—Lignocellulosic material, e.g. wood, straw or bagasse
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31725—Of polyamide
- Y10T428/31779—Next to cellulosic
- Y10T428/31783—Paper or wood
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Manufacturing & Machinery (AREA)
- Forests & Forestry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polyamides (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
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| US60/839,745 | 2006-08-24 | ||
| PCT/US2007/018666 WO2008024444A2 (en) | 2006-08-24 | 2007-08-23 | Adhesive composition of low molecular weight polyaminopolyamide-epichlorohydrin (pae) resin and protein |
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| BRPI0716586A2 BRPI0716586A2 (pt) | 2013-10-01 |
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| US7678879B2 (en) * | 2006-11-01 | 2010-03-16 | Designer Molecules, Inc. | Adhesive composition of phenol-functional polyamides |
| JP5393690B2 (ja) * | 2007-10-09 | 2014-01-22 | ハーキュリーズ・インコーポレーテッド | 架橋剤含有接着剤組成物 |
| JP5446015B2 (ja) * | 2008-04-08 | 2014-03-19 | エルジー・ケム・リミテッド | 接着剤組成物及びこれを用いた光学フィルム |
| US20100040832A1 (en) * | 2008-08-13 | 2010-02-18 | Saint-Gobain Technical Fabrics America, Inc. | Formaldehyde free woven and non-woven fabrics having improved hot wet tensile strength and binder formulations for same |
| EP2334748B1 (en) * | 2008-09-08 | 2019-06-05 | Solenis Technologies Cayman, L.P. | Protein/cationic polymer compositions having reduced viscosity |
| US20100197185A1 (en) * | 2009-01-30 | 2010-08-05 | Saint-Gobain Technical Fabrics America, Inc. | Low and ultra-low formaldehyde emission binders for non-woven glass mat |
| EP2403886A2 (en) | 2009-03-06 | 2012-01-11 | Biopolymer Technologies, Ltd. | Protein-containing foams, manufacture and use thereof |
| BRPI1009413B1 (pt) | 2009-03-06 | 2020-12-08 | Biopolymer Technologies, Ltd | composições adesiva e polipeptídica, artigo, adesivo e métodos de ligar um primeiro artigo a um segundo artigo e de produzir um material compósito |
| CN102471586A (zh) | 2009-07-20 | 2012-05-23 | 阿克佐诺贝尔国际涂料股份有限公司 | 粘合剂体系和生产木基产品的方法 |
| US20110223364A1 (en) * | 2009-10-09 | 2011-09-15 | Hawkins Christopher M | Insulative products having bio-based binders |
| EP2531546B1 (en) * | 2010-02-04 | 2014-12-03 | Solenis Technologies Cayman LP | Adhesive compositions |
| BR112012029708B1 (pt) | 2010-05-26 | 2020-06-09 | Hercules Inc | formulações adesivas à base de proteína com aditivos amina-epicloroidrina e isocianato |
| LT2576661T (lt) | 2010-06-07 | 2017-04-10 | Evertree | Baltymo turintys klijai, jų gamyba ir panaudojimas |
| US8470124B1 (en) | 2010-08-17 | 2013-06-25 | Columbia Forest Products, Inc. | Cold pressing process for polyamide epichlorohydrin (PAE) based wood adhesive |
| WO2012076566A2 (en) | 2010-12-10 | 2012-06-14 | Akzo Nobel Coatings International B.V. | Aqueous composition |
| BR112013033557A2 (pt) * | 2011-06-30 | 2017-02-07 | Hercules Inc | aditivo adesivo |
| DK2753633T3 (en) | 2011-09-09 | 2017-03-20 | Evertree | PROTEIN-CONTAINING ADHESIVES, THEIR PREPARATION AND APPLICATION THEREOF |
| US20130065012A1 (en) | 2011-09-09 | 2013-03-14 | Anthony A. Parker | Protein-containing adhesives, and manufacture and use thereof |
| WO2013046060A1 (en) | 2011-09-30 | 2013-04-04 | Kemira Oyj | Paper and methods of making paper |
| EP2666758A1 (en) | 2012-05-25 | 2013-11-27 | Saint-Gobain Placo SAS | Gypsum-based building products and method for the manufacure thereof |
| US9873823B2 (en) | 2012-07-30 | 2018-01-23 | Evertree | Protein adhesives containing an anhydride, carboxylic acid, and/or carboxylate salt compound and their use |
| WO2014070036A1 (en) * | 2012-11-02 | 2014-05-08 | Gridnev Alexei Alexeevich | Lignin composite material |
| DE102014103924A1 (de) | 2013-04-05 | 2014-10-09 | Fischerwerke Gmbh & Co. Kg | Feste biogene Füllstoffe in Verklebungsmitteln für die Befestigungstechnik |
| BE1021591B1 (nl) | 2013-04-05 | 2015-12-16 | Unilin Bvba | Fabricage van plaatmateriaal en daartoe geschikte biolijm |
| CN103740326A (zh) * | 2014-01-13 | 2014-04-23 | 阎肖华 | 一种蛋白基木材胶粘剂及其制备方法 |
| CN104845549B (zh) | 2014-02-18 | 2019-07-12 | 财团法人工业技术研究院 | 木材粘着剂及应用其的木材粘着方法和木材接合结构 |
| US9492961B2 (en) * | 2014-08-01 | 2016-11-15 | Usg Interiors, Llc | Acoustic ceiling tiles with anti-sagging properties and methods of making same |
| TWI564356B (zh) * | 2015-09-18 | 2017-01-01 | 財團法人工業技術研究院 | 木材黏著劑 |
| KR20180118165A (ko) * | 2016-03-01 | 2018-10-30 | 솔레니스 테크놀러지스, 엘.피. | 개선된 복합 보드 제조 방법 |
| FI3452548T3 (fi) | 2016-05-05 | 2024-11-18 | Cargill Inc | Proteiineja ja poly(glysidyylieetteriä) käsittäviä puuliimakoostumuksia sekä niiden käyttöjä |
| CN107365566B (zh) * | 2016-05-12 | 2020-08-28 | 中国林业科学研究院木材工业研究所 | 一种无醛改性豆基蛋白胶黏剂及其制造方法 |
| CN109135662A (zh) * | 2017-06-15 | 2019-01-04 | 山东绿点环保材料有限公司 | 大豆胶及其制备方法以及利用大豆胶生产轻质板的方法 |
| PL3684573T3 (pl) * | 2017-09-20 | 2024-06-24 | Sestec Sp. Z O.O. | Środki wiążące do materiałów zawierających celulozę |
| CN110067146A (zh) * | 2019-05-09 | 2019-07-30 | 南京林业大学 | 一种添加复配木素抄造高强度纸的方法 |
| CN110894422B (zh) * | 2019-12-11 | 2021-04-20 | 德华兔宝宝装饰新材股份有限公司 | 一种豆粕胶黏剂及其制备方法 |
| WO2021176143A1 (en) | 2020-03-06 | 2021-09-10 | Kemira Oyj | Composition and method for manufacture of paper, board or the like |
| CN111732928A (zh) * | 2020-07-10 | 2020-10-02 | 宁波中科朝露新材料有限公司 | 一种采用饲料用大豆粕制备大豆基胶黏剂的方法及应用 |
| CN112322243B (zh) * | 2020-11-16 | 2022-05-13 | 东北林业大学 | 防水级聚酰胺基胶粘剂及其制备方法 |
| EP4467625A1 (en) | 2023-05-23 | 2024-11-27 | Evertree | Adhesive composition for bonding stone fibers |
| EP4467626A1 (en) | 2023-05-23 | 2024-11-27 | Evertree | Adhesive composition for bonding glass fibers |
| CN116574390B (zh) * | 2023-06-14 | 2024-05-03 | 东北林业大学 | 一种无机杂化增强的秸秆基生物质复合材料及其制备方法 |
Family Cites Families (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2926154A (en) * | 1957-09-05 | 1960-02-23 | Hercules Powder Co Ltd | Cationic thermosetting polyamide-epichlorohydrin resins and process of making same |
| NL110447C (enExample) * | 1957-09-05 | |||
| US3494775A (en) * | 1966-06-10 | 1970-02-10 | American Cyanamid Co | Protein adhesive compositions containing an amine-epichlorohydrin condensate latent insolubilizing agent |
| US4172887A (en) * | 1973-11-30 | 1979-10-30 | L'oreal | Hair conditioning compositions containing crosslinked polyaminopolyamides |
| LU76955A1 (enExample) * | 1977-03-15 | 1978-10-18 | ||
| JPS54159496A (en) * | 1978-06-07 | 1979-12-17 | Sumitomo Chem Co Ltd | Preparation of aqueous solution of cationic thermosetting resin |
| US5763509A (en) * | 1985-03-18 | 1998-06-09 | The Board Of Regents Of The University Of Nebraska | Binder containing plant protein and densified refuse fuel cubes made using same and methods of making them |
| US5374670A (en) * | 1985-03-18 | 1994-12-20 | The Board Of Regents Of The University Of Nebraska | Binders, method of making and using binders and structures made using binders |
| US4853431A (en) * | 1987-12-07 | 1989-08-01 | Georgia-Pacific Resins, Inc. | Method for stabilizing aqueous solutions of cationic thermosetting polyamide-epichlorohydrin resins |
| DE3822490A1 (de) * | 1988-07-02 | 1990-01-04 | Hoechst Ag | Waessrige loesungen von polyamidoamin-epichlorhyrin-harzen, verfahren zu ihrer herstellung und ihre verwendung |
| JP2969636B2 (ja) * | 1988-12-23 | 1999-11-02 | 住友化学工業株式会社 | 陽イオン性熱硬化性樹脂水溶液の製造方法 |
| US5171795A (en) * | 1990-08-01 | 1992-12-15 | Hercules Incorporated | Process for the production of improved polyaminopolyamide epichlorohydrin resins |
| US5189142A (en) * | 1990-08-24 | 1993-02-23 | Henkel Corporation | Wet strength resin composition and method of making same |
| US5567798A (en) * | 1994-09-12 | 1996-10-22 | Georgia-Pacific Resins, Inc. | Repulpable wet strength resins for paper and paperboard |
| US5614597A (en) * | 1994-12-14 | 1997-03-25 | Hercules Incorporated | Wet strength resins having reduced levels of organic halogen by-products |
| US5786429A (en) * | 1996-04-18 | 1998-07-28 | Hercules Incorporated | Highly branched polyamidoamines and their preparation |
| US6222006B1 (en) * | 1997-08-13 | 2001-04-24 | Fort James Corporation | Wet strength thermosetting resin formulations and polyaminamide polymers suitable for use in the manufacture of paper products |
| US6686054B2 (en) * | 1998-04-22 | 2004-02-03 | Sri International | Method and composition for the sizing of paper using azetidinium and/or guanidine polymers |
| US6114471A (en) * | 1998-11-12 | 2000-09-05 | The Proctor & Gamble Company | Strengthening compositions and treatments for lignocellulosic materials |
| US6458343B1 (en) * | 1999-05-07 | 2002-10-01 | Goldschmidt Chemical Corporation | Quaternary compounds, compositions containing them, and uses thereof |
| ATE552289T1 (de) * | 1999-06-11 | 2012-04-15 | Hercules Inc | Verfahren zur herstellung von polyamin- epihalohydrin-harzen mit reduziertem nebenproduktgehalt |
| US6306997B1 (en) * | 1999-07-29 | 2001-10-23 | Iowa State University Research Foundation, Inc. | Soybean-based adhesive resins and composite products utilizing such adhesives |
| CN1177972C (zh) * | 1999-11-24 | 2004-12-01 | 赫尔克里士公司 | 纤维素纤维纸幅的起皱方法 |
| CA2328842A1 (en) * | 1999-12-21 | 2001-06-21 | Satoshi Yamamoto | Water-soluble thermosetting resin and wet-strength agent for paper using the same |
| AU3066402A (en) * | 2000-12-09 | 2002-07-01 | Hercules Inc | Reduced byproduct high solids polyamine-epihalohydrin compositions |
| US20030070783A1 (en) * | 2000-12-09 | 2003-04-17 | Riehle Richard James | Reduced byproduct high solids polyamine-epihalohydrin compositions |
| JP2002201267A (ja) * | 2001-01-05 | 2002-07-19 | Sumitomo Chem Co Ltd | 水性ポリアミドアミン−エピクロロヒドリン樹脂の製造方法 |
| US20030114631A1 (en) * | 2001-03-12 | 2003-06-19 | Walton Cynthia D. | Resins acting as wet strength agents and creping aids and processes for preparing and using the same |
| US7252735B2 (en) * | 2002-05-13 | 2007-08-07 | State Of Oregon Acting By And Through The Oregon State Board Of Higher Education On Behalf Of Oregon State University | Formaldehyde-free lignocellulosic adhesives and composites made from the adhesives |
| CA2493192C (en) * | 2002-07-19 | 2011-11-01 | University Of Vermont And State Agricultural College | Protein based wood finishes and methods of producing the same |
| US6908983B2 (en) * | 2003-04-01 | 2005-06-21 | Hercules Corporation | Synthesis of high solids resins from amine terminated polyamides |
| US7081512B2 (en) * | 2003-05-21 | 2006-07-25 | Hercules Incorporated | Treatment of resins to lower levels of CPD-producing species and improve gelation stability |
| US7416598B2 (en) * | 2003-12-31 | 2008-08-26 | Kansas State University Research Foundation | Adhesives from modified soy protein |
| CA2458159A1 (en) * | 2004-01-22 | 2005-07-22 | The State Of Oregon Acting By And Through The State Board Of Higher Educ Ation On Behalf Of Oregon State University | Formaldehyde-free adhesives and lignocellulosic composites made from the adhesives |
| US20050261404A1 (en) * | 2004-05-20 | 2005-11-24 | Georgia-Pacific Resins, Inc. | Thermosetting adhesive compositions comprising a protein-based component and a polymeric quaternary amine cure accelerant |
| US7736559B2 (en) * | 2004-05-20 | 2010-06-15 | Georgia-Pacific Chemicals Llc | Binding wood using a thermosetting adhesive composition comprising a protein-based component and a polymeric quaternary amine cure accelerant |
-
2007
- 2007-08-23 KR KR1020097005902A patent/KR101391474B1/ko not_active Expired - Fee Related
- 2007-08-23 WO PCT/US2007/018666 patent/WO2008024444A2/en not_active Ceased
- 2007-08-23 BR BRPI0716586-2A patent/BRPI0716586B1/pt not_active IP Right Cessation
- 2007-08-23 US US11/895,122 patent/US20080050602A1/en not_active Abandoned
- 2007-08-23 EP EP07811512.8A patent/EP2054461B1/en active Active
- 2007-08-23 AU AU2007288209A patent/AU2007288209B2/en not_active Ceased
- 2007-08-23 ES ES07811512.8T patent/ES2651912T3/es active Active
- 2007-08-23 CA CA 2661466 patent/CA2661466C/en active Active
- 2007-08-23 RU RU2009110251/04A patent/RU2448126C2/ru not_active IP Right Cessation
- 2007-08-23 MY MYPI20090701A patent/MY150700A/en unknown
- 2007-08-23 CN CN2007800395377A patent/CN101558101B/zh not_active Expired - Fee Related
- 2007-08-23 JP JP2009525634A patent/JP5275991B2/ja not_active Expired - Fee Related
- 2007-08-23 MX MX2009001899A patent/MX2009001899A/es active IP Right Grant
- 2007-08-24 TW TW96131517A patent/TWI411645B/zh not_active IP Right Cessation
-
2009
- 2009-03-24 ZA ZA200902057A patent/ZA200902057B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ZA200902057B (en) | 2010-08-25 |
| RU2009110251A (ru) | 2010-09-27 |
| CN101558101A (zh) | 2009-10-14 |
| ES2651912T3 (es) | 2018-01-30 |
| CA2661466C (en) | 2014-04-15 |
| EP2054461B1 (en) | 2017-08-23 |
| RU2448126C2 (ru) | 2012-04-20 |
| WO2008024444A3 (en) | 2008-05-02 |
| CA2661466A1 (en) | 2008-02-28 |
| TW200827404A (en) | 2008-07-01 |
| BRPI0716586A2 (pt) | 2013-10-01 |
| KR101391474B1 (ko) | 2014-05-19 |
| EP2054461A2 (en) | 2009-05-06 |
| MY150700A (en) | 2014-02-28 |
| WO2008024444A2 (en) | 2008-02-28 |
| AU2007288209B2 (en) | 2012-06-07 |
| JP2010501670A (ja) | 2010-01-21 |
| US20080050602A1 (en) | 2008-02-28 |
| CN101558101B (zh) | 2013-02-06 |
| KR20090051768A (ko) | 2009-05-22 |
| JP5275991B2 (ja) | 2013-08-28 |
| MX2009001899A (es) | 2009-03-25 |
| AU2007288209A1 (en) | 2008-02-28 |
| TWI411645B (zh) | 2013-10-11 |
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