NO764137L - Fremgangsm}te for fremstilling av en flytende harpiks. - Google Patents
Fremgangsm}te for fremstilling av en flytende harpiks.Info
- Publication number
- NO764137L NO764137L NO764137A NO764137A NO764137L NO 764137 L NO764137 L NO 764137L NO 764137 A NO764137 A NO 764137A NO 764137 A NO764137 A NO 764137A NO 764137 L NO764137 L NO 764137L
- Authority
- NO
- Norway
- Prior art keywords
- furan
- formaldehyde
- contact
- catalyst
- reaction
- Prior art date
Links
- 239000011347 resin Substances 0.000 title claims description 40
- 229920005989 resin Polymers 0.000 title claims description 40
- 238000000034 method Methods 0.000 title claims description 30
- 239000007788 liquid Substances 0.000 title claims description 20
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 157
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 99
- 238000006243 chemical reaction Methods 0.000 claims description 52
- 239000003054 catalyst Substances 0.000 claims description 34
- 239000003377 acid catalyst Substances 0.000 claims description 9
- 239000011541 reaction mixture Substances 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 239000012260 resinous material Substances 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000003178 carboxy group Chemical class [H]OC(*)=O 0.000 claims description 2
- 125000004181 carboxyalkyl group Chemical class 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical class 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 39
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 27
- 238000002474 experimental method Methods 0.000 description 23
- 238000012360 testing method Methods 0.000 description 23
- 239000004615 ingredient Substances 0.000 description 18
- 238000004519 manufacturing process Methods 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 239000000203 mixture Substances 0.000 description 11
- 239000002253 acid Substances 0.000 description 10
- 230000002378 acidificating effect Effects 0.000 description 10
- 239000008346 aqueous phase Substances 0.000 description 10
- 238000009833 condensation Methods 0.000 description 10
- 230000005494 condensation Effects 0.000 description 10
- 235000006408 oxalic acid Nutrition 0.000 description 10
- 238000006116 polymerization reaction Methods 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 7
- 239000010410 layer Substances 0.000 description 7
- 238000006386 neutralization reaction Methods 0.000 description 7
- 239000000376 reactant Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 230000009257 reactivity Effects 0.000 description 6
- 239000007859 condensation product Substances 0.000 description 5
- 238000001816 cooling Methods 0.000 description 5
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 229930040373 Paraformaldehyde Natural products 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
- 238000006482 condensation reaction Methods 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 229920002866 paraformaldehyde Polymers 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 239000004576 sand Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
- -1 -3-carboxyfuran Chemical compound 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- UPSIAUXDGWYOFJ-UHFFFAOYSA-N formaldehyde;furan Chemical compound O=C.C=1C=COC=1 UPSIAUXDGWYOFJ-UHFFFAOYSA-N 0.000 description 3
- 150000002240 furans Chemical class 0.000 description 3
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 150000007522 mineralic acids Chemical class 0.000 description 3
- 239000012044 organic layer Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- 239000006188 syrup Substances 0.000 description 3
- 235000020357 syrup Nutrition 0.000 description 3
- NUAMBIFNOYDDRT-UHFFFAOYSA-N 3,4-dipropylfuran Chemical compound CCCC1=COC=C1CCC NUAMBIFNOYDDRT-UHFFFAOYSA-N 0.000 description 2
- RPCHNECSJGMRGP-UHFFFAOYSA-N 3-Ethylfuran Chemical compound CCC=1C=COC=1 RPCHNECSJGMRGP-UHFFFAOYSA-N 0.000 description 2
- KJRRQXYWFQKJIP-UHFFFAOYSA-N 3-methylfuran Chemical compound CC=1C=COC=1 KJRRQXYWFQKJIP-UHFFFAOYSA-N 0.000 description 2
- BNANPEQZOWHZKY-UHFFFAOYSA-N 3-phenylfuran Chemical compound O1C=CC(C=2C=CC=CC=2)=C1 BNANPEQZOWHZKY-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 230000033228 biological regulation Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000001066 destructive effect Effects 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 238000010907 mechanical stirring Methods 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 229920002959 polymer blend Polymers 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000010626 work up procedure Methods 0.000 description 2
- DQFQVZMTFWQXDN-UHFFFAOYSA-N 3,4-di(propan-2-yl)furan Chemical compound CC(C)C1=COC=C1C(C)C DQFQVZMTFWQXDN-UHFFFAOYSA-N 0.000 description 1
- PRXKFMMOWWDCBG-UHFFFAOYSA-N 3,4-diethylfuran Chemical compound CCC1=COC=C1CC PRXKFMMOWWDCBG-UHFFFAOYSA-N 0.000 description 1
- IVHPMIPYSOTYNM-UHFFFAOYSA-N 3,4-dimethylfuran Chemical compound CC1=COC=C1C IVHPMIPYSOTYNM-UHFFFAOYSA-N 0.000 description 1
- HYZRWEIHMXDIMR-UHFFFAOYSA-N 3-(4-chlorophenyl)furan Chemical compound C1=CC(Cl)=CC=C1C1=COC=C1 HYZRWEIHMXDIMR-UHFFFAOYSA-N 0.000 description 1
- PCWCERNFIYTAIK-UHFFFAOYSA-N 3-(4-methylphenyl)furan Chemical compound C1=CC(C)=CC=C1C1=COC=C1 PCWCERNFIYTAIK-UHFFFAOYSA-N 0.000 description 1
- CSKLZCCRTYMTMN-UHFFFAOYSA-N 3-(4-nonylphenyl)furan Chemical compound C1=CC(CCCCCCCCC)=CC=C1C1=COC=C1 CSKLZCCRTYMTMN-UHFFFAOYSA-N 0.000 description 1
- LXWLEQZDXOQZGW-UHFFFAOYSA-N 3-bromofuran Chemical compound BrC=1C=COC=1 LXWLEQZDXOQZGW-UHFFFAOYSA-N 0.000 description 1
- STBHXKUUJQCHCR-UHFFFAOYSA-N 3-butyl-4-methylfuran Chemical compound CCCCC1=COC=C1C STBHXKUUJQCHCR-UHFFFAOYSA-N 0.000 description 1
- JPPBBGANXNRTBE-UHFFFAOYSA-N 3-chlorofuran Chemical compound ClC=1C=COC=1 JPPBBGANXNRTBE-UHFFFAOYSA-N 0.000 description 1
- BNTHOWSSXWKNQM-UHFFFAOYSA-N 3-decylfuran Chemical compound CCCCCCCCCCC=1C=COC=1 BNTHOWSSXWKNQM-UHFFFAOYSA-N 0.000 description 1
- DBEUDJPCVGLVKG-UHFFFAOYSA-N 3-hexylfuran Chemical compound CCCCCCC=1C=COC=1 DBEUDJPCVGLVKG-UHFFFAOYSA-N 0.000 description 1
- DAAARXMHBLJQPU-UHFFFAOYSA-N 3-propan-2-ylfuran Chemical compound CC(C)C=1C=COC=1 DAAARXMHBLJQPU-UHFFFAOYSA-N 0.000 description 1
- KEWDQLOCPSUFML-UHFFFAOYSA-N 3-propylfuran Chemical compound CCCC=1C=COC=1 KEWDQLOCPSUFML-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- YHGNXEIQSHICNK-UHFFFAOYSA-N Di-2-furanylmethane Chemical compound C=1C=COC=1CC1=CC=CO1 YHGNXEIQSHICNK-UHFFFAOYSA-N 0.000 description 1
- 229910021577 Iron(II) chloride Inorganic materials 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- VQKFNUFAXTZWDK-UHFFFAOYSA-N alpha-methylfuran Natural products CC1=CC=CO1 VQKFNUFAXTZWDK-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- MMCPOSDMTGQNKG-UHFFFAOYSA-N anilinium chloride Chemical compound Cl.NC1=CC=CC=C1 MMCPOSDMTGQNKG-UHFFFAOYSA-N 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 150000001559 benzoic acids Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000007849 furan resin Substances 0.000 description 1
- SYLAFCZSYRXBJF-UHFFFAOYSA-N furan-3,4-dicarboxylic acid Chemical compound OC(=O)C1=COC=C1C(O)=O SYLAFCZSYRXBJF-UHFFFAOYSA-N 0.000 description 1
- STJIISDMSMJQQK-UHFFFAOYSA-N furan-3-ylmethanol Chemical compound OCC=1C=COC=1 STJIISDMSMJQQK-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910000856 hastalloy Inorganic materials 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 239000002815 homogeneous catalyst Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 150000002691 malonic acids Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- ZCXOSDRICFIHTA-UHFFFAOYSA-N n-methylaniline;hydrochloride Chemical compound [Cl-].C[NH2+]C1=CC=CC=C1 ZCXOSDRICFIHTA-UHFFFAOYSA-N 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002913 oxalic acids Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000007793 ph indicator Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229920013730 reactive polymer Polymers 0.000 description 1
- 239000012262 resinous product Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 1
- 229910000342 sodium bisulfate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pens And Brushes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/646,193 US4017461A (en) | 1976-01-02 | 1976-01-02 | Method for manufacturing liquid resinous furan-formaldehyde condensation products |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO764137L true NO764137L (no) | 1977-07-05 |
Family
ID=24592141
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO764137A NO764137L (no) | 1976-01-02 | 1976-12-03 | Fremgangsm}te for fremstilling av en flytende harpiks. |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4017461A (nl) |
| JP (1) | JPS5285291A (nl) |
| BE (1) | BE849322A (nl) |
| CA (1) | CA1083163A (nl) |
| DE (1) | DE2658015A1 (nl) |
| DK (1) | DK568776A (nl) |
| ES (1) | ES454216A1 (nl) |
| FR (1) | FR2337151A1 (nl) |
| GB (1) | GB1529906A (nl) |
| NL (1) | NL7614172A (nl) |
| NO (1) | NO764137L (nl) |
| SE (1) | SE7613763L (nl) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4083817A (en) * | 1977-06-15 | 1978-04-11 | The Quaker Oats Company | Blends of furan-aldehyde resins with phenolic resins and molded articles produced therefrom |
| US4178429A (en) * | 1978-11-17 | 1979-12-11 | Scheffer Karl D | Catalyst for curing resins |
| US4316935A (en) * | 1979-03-12 | 1982-02-23 | The Celotex Corporation | Polyisocyanurate foam and laminates thereof and process for producing them |
| US4516996A (en) * | 1983-04-07 | 1985-05-14 | Owens-Corning Fiberglas Corporation | Formation of molded glass fiber parts from glass fiber blankets and product |
| US4791022A (en) * | 1983-11-07 | 1988-12-13 | Owens-Corning Fiberglas Corporation | Decorative panels |
| 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 |
| 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 |
| EP0642476B1 (en) * | 1992-05-19 | 1996-08-14 | Schuller International, Inc. | Glass fiber binding compositions, process of binding glass fibers, and glass fiber compositions |
| US5459183A (en) * | 1993-05-19 | 1995-10-17 | Schuller International, Inc. | Low VOC furan resins and method of reducing VOCS in furan resins |
| US5491180A (en) * | 1994-08-17 | 1996-02-13 | Kao Corporation | Binder composition for mold making, binder/curing agent composition for mold making, sand composition for mold making, and process of making mold |
| WO1996005925A1 (fr) * | 1994-08-19 | 1996-02-29 | Kao Corporation | Composition de liaison pour la production de moules et procede de production de moules |
| JP5986457B2 (ja) * | 2011-08-31 | 2016-09-06 | 花王株式会社 | 自硬性鋳型造型用粘結剤組成物 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2306924A (en) * | 1938-02-17 | 1942-12-29 | Gen Aniline & Film Corp | Hard infusible resinous condensation products |
| US2343972A (en) * | 1943-02-24 | 1944-03-14 | Harvel Res Corp | Novel furfuryl alcohol-formaldehyde acid condensation resinous product and method for preparing the same |
| US2450108A (en) * | 1944-12-11 | 1948-09-28 | Ici Ltd | Production of heterocyclic compounds |
| US2486392A (en) * | 1945-10-10 | 1949-11-01 | Quaker Oats Co | Alkylfuran resins and method of making same |
| US2601497A (en) * | 1950-01-14 | 1952-06-24 | Quaker Oats Co | Furfuryl alcohol resins |
| US2830971A (en) * | 1953-07-29 | 1958-04-15 | Quaker Oats Co | Artificial resin from furfuryl alcohol, formaldehyde, and boric acid, and process ofmaking the same |
-
1976
- 1976-01-02 US US05/646,193 patent/US4017461A/en not_active Expired - Lifetime
- 1976-11-23 GB GB48837/76A patent/GB1529906A/en not_active Expired
- 1976-11-29 CA CA266,735A patent/CA1083163A/en not_active Expired
- 1976-12-03 NO NO764137A patent/NO764137L/no unknown
- 1976-12-07 SE SE7613763A patent/SE7613763L/xx unknown
- 1976-12-10 FR FR7637292A patent/FR2337151A1/fr active Granted
- 1976-12-10 BE BE1007816A patent/BE849322A/xx not_active IP Right Cessation
- 1976-12-14 ES ES454216A patent/ES454216A1/es not_active Expired
- 1976-12-17 DE DE19762658015 patent/DE2658015A1/de not_active Ceased
- 1976-12-17 DK DK568776A patent/DK568776A/da unknown
- 1976-12-20 JP JP15328076A patent/JPS5285291A/ja active Pending
- 1976-12-20 NL NL7614172A patent/NL7614172A/nl not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CA1083163A (en) | 1980-08-05 |
| BE849322A (fr) | 1977-06-10 |
| DK568776A (da) | 1977-07-03 |
| ES454216A1 (es) | 1977-11-16 |
| FR2337151B1 (nl) | 1981-07-03 |
| FR2337151A1 (fr) | 1977-07-29 |
| GB1529906A (en) | 1978-10-25 |
| NL7614172A (nl) | 1977-07-05 |
| JPS5285291A (en) | 1977-07-15 |
| SE7613763L (sv) | 1977-07-03 |
| US4017461A (en) | 1977-04-12 |
| DE2658015A1 (de) | 1977-07-14 |
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