CA1200336A - Perfectionnements a la methode de fabrication d'articles composites - Google Patents
Perfectionnements a la methode de fabrication d'articles compositesInfo
- Publication number
- CA1200336A CA1200336A CA000379884A CA379884A CA1200336A CA 1200336 A CA1200336 A CA 1200336A CA 000379884 A CA000379884 A CA 000379884A CA 379884 A CA379884 A CA 379884A CA 1200336 A CA1200336 A CA 1200336A
- Authority
- CA
- Canada
- Prior art keywords
- accordance
- improvement
- water
- composite article
- binder
- 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
Links
- 239000002131 composite material Substances 0.000 title claims abstract description 18
- 239000011230 binding agent Substances 0.000 claims abstract description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 31
- 239000002245 particle Substances 0.000 claims abstract description 23
- 239000007859 condensation product Substances 0.000 claims abstract description 22
- 238000004519 manufacturing process Methods 0.000 claims abstract description 18
- CETXOEGRUBXUAL-UHFFFAOYSA-N 3-(hydroxymethyl)furan-2-carbaldehyde Chemical compound OCC=1C=COC=1C=O CETXOEGRUBXUAL-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000002023 wood Substances 0.000 claims abstract description 14
- 239000000203 mixture Substances 0.000 claims description 13
- 239000003054 catalyst Substances 0.000 claims description 11
- 229920001187 thermosetting polymer Polymers 0.000 claims description 6
- 229920005550 ammonium lignosulfonate Polymers 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- QYRHWHTUPKYDRQ-UHFFFAOYSA-N 4-hydroxy-3-methylfuran-2-carbaldehyde Chemical compound CC=1C(O)=COC=1C=O QYRHWHTUPKYDRQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000011152 fibreglass Substances 0.000 claims 1
- 238000009740 moulding (composite fabrication) Methods 0.000 claims 1
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 37
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 34
- 229920005989 resin Polymers 0.000 description 31
- 239000011347 resin Substances 0.000 description 31
- 229960004279 formaldehyde Drugs 0.000 description 12
- 239000000243 solution Substances 0.000 description 9
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical group C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- NSQYDLCQAQCMGE-UHFFFAOYSA-N 2-butyl-4-hydroxy-5-methylfuran-3-one Chemical compound CCCCC1OC(C)=C(O)C1=O NSQYDLCQAQCMGE-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- DSLRVRBSNLHVBH-UHFFFAOYSA-N HMF alcohol Natural products OCC1=CC=C(CO)O1 DSLRVRBSNLHVBH-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000003365 glass fiber Substances 0.000 description 5
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- 239000004202 carbamide Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 239000007849 furan resin Substances 0.000 description 4
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 4
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 4
- 229920001568 phenolic resin Polymers 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000003377 acid catalyst Substances 0.000 description 3
- 230000002411 adverse Effects 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- UPSIAUXDGWYOFJ-UHFFFAOYSA-N formaldehyde;furan Chemical compound O=C.C=1C=COC=1 UPSIAUXDGWYOFJ-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000007031 hydroxymethylation reaction Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 229920002866 paraformaldehyde Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 235000005074 zinc chloride Nutrition 0.000 description 2
- 239000011592 zinc chloride Substances 0.000 description 2
- PQABWTQSMRGNES-UHFFFAOYSA-N 2-[3-(furan-2-yl)propyl]furan Chemical compound C=1C=COC=1CCCC1=CC=CO1 PQABWTQSMRGNES-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 241000609240 Ambelania acida Species 0.000 description 1
- 241000905957 Channa melasoma Species 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 239000000809 air pollutant Substances 0.000 description 1
- 231100001243 air pollutant Toxicity 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- 239000010905 bagasse Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 230000000332 continued effect Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 239000007799 cork Substances 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- YEQMNLGBLPBBNI-UHFFFAOYSA-N difurfuryl ether Chemical compound C=1C=COC=1COCC1=CC=CO1 YEQMNLGBLPBBNI-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000011094 fiberboard Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 150000002240 furans Chemical class 0.000 description 1
- 210000000569 greater omentum Anatomy 0.000 description 1
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 1
- -1 hydroxymethyl furan-formal-dehyde Chemical compound 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000012978 lignocellulosic material Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000003403 water pollutant Substances 0.000 description 1
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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/04—Layered products comprising a layer of synthetic resin as impregnant, bonding, or embedding substance
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C25/00—Surface treatment of fibres or filaments made from glass, minerals or slags
- C03C25/10—Coating
- C03C25/24—Coatings containing organic materials
- C03C25/26—Macromolecular compounds or prepolymers
-
- 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
- C08G16/00—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00
- C08G16/02—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes
- C08G16/025—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with heterocyclic organic compounds
- C08G16/0256—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with heterocyclic organic compounds containing oxygen in the ring
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- General Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Geochemistry & Mineralogy (AREA)
- Dry Formation Of Fiberboard And The Like (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US18959780A | 1980-09-22 | 1980-09-22 | |
| US189,597 | 1980-09-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1200336A true CA1200336A (fr) | 1986-02-04 |
Family
ID=22698003
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000379884A Expired CA1200336A (fr) | 1980-09-22 | 1981-06-16 | Perfectionnements a la methode de fabrication d'articles composites |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS5763373A (fr) |
| AU (1) | AU7261281A (fr) |
| CA (1) | CA1200336A (fr) |
| DE (1) | DE3126800A1 (fr) |
| NZ (1) | NZ197438A (fr) |
| SE (1) | SE8103795L (fr) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5459183A (en) * | 1993-05-19 | 1995-10-17 | Schuller International, Inc. | Low VOC furan resins and method of reducing VOCS in furan resins |
| US5486557A (en) * | 1994-08-16 | 1996-01-23 | Qo Chemicals, Inc. | Furfuryl alcohol-formaldehyde resins |
| US5534612A (en) * | 1992-05-19 | 1996-07-09 | Schuller International, Inc. | Glass fiber binding compositions, process of making glass fiber binding compositions, process of binding glass fibers, and glass fiber compositions |
| US5589536A (en) * | 1992-05-19 | 1996-12-31 | Qo Chemicals, Inc. | Glass fiber binding compositions, process of binding glass fibers, and glass fiber compositions |
| AU674734B2 (en) * | 1993-02-02 | 1997-01-09 | Perstorp Chemitec Ab | Resinous binder compositions |
| US5703144A (en) * | 1994-08-16 | 1997-12-30 | Qo Chemicals, Inc. | Solid furan binders for composite articles |
| US5741914A (en) * | 1987-02-09 | 1998-04-21 | Qo Chemicals, Inc. | Resinous binder compositons |
| RU2127740C1 (ru) * | 1993-02-02 | 1999-03-20 | Кью оу Кемикалз. Инк. | Жидкий полимерный состав, отверждаемый с помощью нагрева в твердое состояние (варианты) |
| US6077883A (en) * | 1992-05-19 | 2000-06-20 | Johns Manville International, Inc. | Emulsified furan resin based glass fiber binding compositions, process of binding glass fibers, and glass fiber compositions |
| WO2012080454A1 (fr) | 2010-12-16 | 2012-06-21 | Hüttenes-Albertus Chemische Werke GmbH | Liant durcissant à froid à faibles émissions pour l'industrie de la fonderie |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994026677A1 (fr) * | 1993-05-19 | 1994-11-24 | Schuller International, Inc. | Compositions emulsifiees de liaison de fibres de verre, a base de resine furannique, et procede de liaison de fibres de verre |
| GB2471096A (en) * | 2009-06-16 | 2010-12-22 | Eco Mats Ltd | Laminated composites based on natural materials |
| JP2011089008A (ja) * | 2009-10-22 | 2011-05-06 | Sekisui Chem Co Ltd | 硬化性樹脂組成物の製造方法 |
| JP2012017349A (ja) * | 2010-07-06 | 2012-01-26 | Sekisui Chem Co Ltd | 熱硬化性フラン樹脂組成物 |
-
1981
- 1981-06-16 CA CA000379884A patent/CA1200336A/fr not_active Expired
- 1981-06-16 NZ NZ197438A patent/NZ197438A/xx unknown
- 1981-06-17 SE SE8103795A patent/SE8103795L/xx not_active Application Discontinuation
- 1981-07-06 AU AU72612/81A patent/AU7261281A/en not_active Abandoned
- 1981-07-07 DE DE19813126800 patent/DE3126800A1/de not_active Withdrawn
- 1981-07-08 JP JP56106841A patent/JPS5763373A/ja active Pending
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5741914A (en) * | 1987-02-09 | 1998-04-21 | Qo Chemicals, Inc. | Resinous binder compositons |
| US6077883A (en) * | 1992-05-19 | 2000-06-20 | Johns Manville International, Inc. | Emulsified furan resin based glass fiber binding compositions, process of binding glass fibers, and glass fiber compositions |
| US5534612A (en) * | 1992-05-19 | 1996-07-09 | Schuller International, Inc. | Glass fiber binding compositions, process of making glass fiber binding compositions, process of binding glass fibers, and glass fiber compositions |
| US5589536A (en) * | 1992-05-19 | 1996-12-31 | Qo Chemicals, Inc. | Glass fiber binding compositions, process of binding glass fibers, and glass fiber compositions |
| US5719228A (en) * | 1992-05-19 | 1998-02-17 | Schuller International, Inc. | Glass fiber binding compositions, process of making glass fiber binding compositions, process of binding glass fibers, and glass fiber compositions |
| RU2127740C1 (ru) * | 1993-02-02 | 1999-03-20 | Кью оу Кемикалз. Инк. | Жидкий полимерный состав, отверждаемый с помощью нагрева в твердое состояние (варианты) |
| AU674734B2 (en) * | 1993-02-02 | 1997-01-09 | Perstorp Chemitec Ab | Resinous binder compositions |
| US5849858A (en) * | 1993-02-02 | 1998-12-15 | Qo Chemicals, Inc. | Resinous binder compositions |
| US5545825A (en) * | 1993-05-19 | 1996-08-13 | Schuller International, Inc. | Low VOC furan resins and method of reducing VOCs in furan resins |
| US5459183A (en) * | 1993-05-19 | 1995-10-17 | Schuller International, Inc. | Low VOC furan resins and method of reducing VOCS in furan resins |
| US5703144A (en) * | 1994-08-16 | 1997-12-30 | Qo Chemicals, Inc. | Solid furan binders for composite articles |
| US5486557A (en) * | 1994-08-16 | 1996-01-23 | Qo Chemicals, Inc. | Furfuryl alcohol-formaldehyde resins |
| WO2012080454A1 (fr) | 2010-12-16 | 2012-06-21 | Hüttenes-Albertus Chemische Werke GmbH | Liant durcissant à froid à faibles émissions pour l'industrie de la fonderie |
| DE202011110617U1 (de) | 2010-12-16 | 2015-04-29 | Hüttenes-Albertus Chemische Werke GmbH | Emissionsarmes kalthärtendes Bindemittel für die Gießereiindustrie |
| EP3495073A2 (fr) | 2010-12-16 | 2019-06-12 | HÜTTENES-ALBERTUS Chemische Werke Gesellschaft mit beschränkter Haftung | Liant durcissable à froid à faible émission pour l'industrie de la fonderie |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5763373A (en) | 1982-04-16 |
| DE3126800A1 (de) | 1982-04-15 |
| SE8103795L (sv) | 1982-03-23 |
| AU7261281A (en) | 1982-04-01 |
| NZ197438A (en) | 1984-05-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |