CA1070889A - Process for the production of urea-formaldehyde adhesives or resins and products obtained thereby - Google Patents
Process for the production of urea-formaldehyde adhesives or resins and products obtained therebyInfo
- Publication number
- CA1070889A CA1070889A CA251,702A CA251702A CA1070889A CA 1070889 A CA1070889 A CA 1070889A CA 251702 A CA251702 A CA 251702A CA 1070889 A CA1070889 A CA 1070889A
- Authority
- CA
- Canada
- Prior art keywords
- formaldehyde
- solution
- urea
- methanol
- stage
- 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
- 238000000034 method Methods 0.000 title claims abstract description 24
- 239000000853 adhesive Substances 0.000 title claims abstract description 16
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 16
- 229920001807 Urea-formaldehyde Polymers 0.000 title claims abstract description 14
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 title claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 9
- 239000000047 product Substances 0.000 title claims description 15
- 229920005989 resin Polymers 0.000 title abstract description 16
- 239000011347 resin Substances 0.000 title abstract description 16
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 144
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 111
- 239000000243 solution Substances 0.000 claims abstract description 50
- 239000007789 gas Substances 0.000 claims abstract description 27
- 238000005406 washing Methods 0.000 claims abstract description 17
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000004202 carbamide Substances 0.000 claims abstract description 12
- 238000001816 cooling Methods 0.000 claims abstract description 8
- 239000007864 aqueous solution Substances 0.000 claims abstract description 7
- 230000003647 oxidation Effects 0.000 claims abstract description 4
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 4
- 230000001590 oxidative effect Effects 0.000 claims abstract description 3
- 238000004821 distillation Methods 0.000 claims description 17
- 239000008098 formaldehyde solution Substances 0.000 claims description 15
- 239000002253 acid Substances 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 3
- 230000003197 catalytic effect Effects 0.000 claims description 3
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 229960004279 formaldehyde Drugs 0.000 claims 12
- 235000019256 formaldehyde Nutrition 0.000 claims 12
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 claims 2
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 238000004064 recycling Methods 0.000 claims 1
- 239000007788 liquid Substances 0.000 description 6
- 239000002585 base Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 230000001105 regulatory effect Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000002826 coolant Substances 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 238000010517 secondary reaction Methods 0.000 description 2
- 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
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 241001296096 Probles Species 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 239000012045 crude solution Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 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
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/04—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
- C08G12/10—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with acyclic compounds having the moiety X=C(—N<)2 in which X is O, S or —N
- C08G12/12—Ureas; Thioureas
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7514794A FR2311048A1 (fr) | 1975-05-13 | 1975-05-13 | Procede de preparation de colles ou resines d'uree-formaldehyde et produits obtenus par la mise en oeuvre de ce procede |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1070889A true CA1070889A (en) | 1980-01-29 |
Family
ID=9155131
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA251,702A Expired CA1070889A (en) | 1975-05-13 | 1976-05-03 | Process for the production of urea-formaldehyde adhesives or resins and products obtained thereby |
Country Status (18)
| Country | Link |
|---|---|
| JP (1) | JPS5856368B2 (de) |
| AR (1) | AR213286A1 (de) |
| AT (1) | AT350695B (de) |
| AU (1) | AU503309B2 (de) |
| BE (1) | BE841663A (de) |
| BR (1) | BR7602981A (de) |
| CA (1) | CA1070889A (de) |
| CH (1) | CH614454A5 (de) |
| DE (1) | DE2606269C3 (de) |
| ES (1) | ES447890A1 (de) |
| FR (1) | FR2311048A1 (de) |
| GB (1) | GB1536011A (de) |
| IT (1) | IT1065986B (de) |
| MX (1) | MX144145A (de) |
| NL (1) | NL165726C (de) |
| SE (1) | SE430897B (de) |
| SU (1) | SU940642A3 (de) |
| ZA (1) | ZA762576B (de) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2010959A6 (es) * | 1989-05-10 | 1989-12-01 | Patentes Novedades Sa | Procedimiento para la fabricacion de soluciones estabilizadas de formaldehido con metanol. |
| RU2102403C1 (ru) * | 1994-12-05 | 1998-01-20 | Акционерное общество открытого типа "Акрон" | Способ получения концентрированных карбамидоформальдегидных продуктов |
| ES2171152B1 (es) * | 2001-02-16 | 2003-10-01 | Patentes Novedades Sa | Procedimiento de separacion de una mezcla acuosa de trioxano y formaldehido y aplicaciones correspondientes. |
| GB201502893D0 (en) * | 2015-02-20 | 2015-04-08 | Johnson Matthey Plc | Process |
| GB201502894D0 (en) | 2015-02-20 | 2015-04-08 | Johnson Matthey Plc | Process |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US23174A (en) * | 1859-03-08 | Improvement in corn-harvesters |
-
1975
- 1975-05-13 FR FR7514794A patent/FR2311048A1/fr active Granted
-
1976
- 1976-02-16 NL NL7601572.A patent/NL165726C/xx not_active IP Right Cessation
- 1976-02-17 DE DE2606269A patent/DE2606269C3/de not_active Expired
- 1976-02-18 GB GB6356/76A patent/GB1536011A/en not_active Expired
- 1976-04-27 AU AU13343/76A patent/AU503309B2/en not_active Expired
- 1976-04-29 ZA ZA762576A patent/ZA762576B/xx unknown
- 1976-05-03 CA CA251,702A patent/CA1070889A/en not_active Expired
- 1976-05-06 MX MX164574A patent/MX144145A/es unknown
- 1976-05-07 SU SU762356242A patent/SU940642A3/ru active
- 1976-05-10 BE BE166906A patent/BE841663A/xx not_active IP Right Cessation
- 1976-05-10 CH CH582476A patent/CH614454A5/xx not_active IP Right Cessation
- 1976-05-12 IT IT49431/76A patent/IT1065986B/it active
- 1976-05-12 BR BR7602981A patent/BR7602981A/pt unknown
- 1976-05-12 AT AT347676A patent/AT350695B/de not_active IP Right Cessation
- 1976-05-12 JP JP51053393A patent/JPS5856368B2/ja not_active Expired
- 1976-05-12 SE SE7605413A patent/SE430897B/xx not_active IP Right Cessation
- 1976-05-13 AR AR263273A patent/AR213286A1/es active
- 1976-05-13 ES ES447890A patent/ES447890A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2606269B2 (de) | 1980-12-11 |
| AR213286A1 (es) | 1979-01-15 |
| FR2311048B1 (de) | 1979-04-27 |
| SU940642A3 (ru) | 1982-06-30 |
| SE7605413L (sv) | 1976-11-14 |
| DE2606269A1 (de) | 1976-11-18 |
| ZA762576B (en) | 1977-04-27 |
| FR2311048A1 (fr) | 1976-12-10 |
| MX144145A (es) | 1981-09-02 |
| AT350695B (de) | 1979-06-11 |
| ES447890A1 (es) | 1977-07-16 |
| AU1334376A (en) | 1977-11-03 |
| GB1536011A (en) | 1978-12-13 |
| JPS5856368B2 (ja) | 1983-12-14 |
| BR7602981A (pt) | 1977-06-07 |
| AU503309B2 (en) | 1979-08-30 |
| SE430897B (sv) | 1983-12-19 |
| NL7601572A (nl) | 1976-11-16 |
| CH614454A5 (en) | 1979-11-30 |
| NL165726B (nl) | 1980-12-15 |
| IT1065986B (it) | 1985-03-04 |
| DE2606269C3 (de) | 1982-09-02 |
| BE841663A (fr) | 1976-11-10 |
| JPS51139895A (en) | 1976-12-02 |
| ATA347676A (de) | 1978-11-15 |
| NL165726C (nl) | 1981-05-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |