NO129681B - - Google Patents
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- Publication number
- NO129681B NO129681B NO05127/69A NO512769A NO129681B NO 129681 B NO129681 B NO 129681B NO 05127/69 A NO05127/69 A NO 05127/69A NO 512769 A NO512769 A NO 512769A NO 129681 B NO129681 B NO 129681B
- Authority
- NO
- Norway
- Prior art keywords
- glyoxal
- melamine
- paper
- water
- formaldehyde
- Prior art date
Links
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 claims description 55
- 229920005989 resin Polymers 0.000 claims description 40
- 239000011347 resin Substances 0.000 claims description 40
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 33
- 229940015043 glyoxal Drugs 0.000 claims description 31
- 229920000877 Melamine resin Polymers 0.000 claims description 30
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 25
- 239000007859 condensation product Substances 0.000 claims description 13
- 239000000047 product Substances 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 150000001299 aldehydes Chemical class 0.000 claims description 3
- 230000001105 regulatory effect Effects 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 2
- QQOWHRYOXYEMTL-UHFFFAOYSA-N triazin-4-amine Chemical compound N=C1C=CN=NN1 QQOWHRYOXYEMTL-UHFFFAOYSA-N 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 10
- 238000009833 condensation Methods 0.000 description 8
- 230000005494 condensation Effects 0.000 description 8
- 238000005956 quaternization reaction Methods 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 6
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 6
- 238000007654 immersion Methods 0.000 description 6
- 239000000843 powder Substances 0.000 description 4
- 229920001131 Pulp (paper) Polymers 0.000 description 3
- 239000012496 blank sample Substances 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000006188 syrup Substances 0.000 description 2
- 235000020357 syrup Nutrition 0.000 description 2
- 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
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical class N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 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
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- BUACSMWVFUNQET-UHFFFAOYSA-H dialuminum;trisulfate;hydrate Chemical compound O.[Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O BUACSMWVFUNQET-UHFFFAOYSA-H 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229960004279 formaldehyde Drugs 0.000 description 1
- OROGYMBCWRTKPO-UHFFFAOYSA-N formaldehyde oxaldehyde 1,3,5-triazine-2,4,6-triamine Chemical compound C=O.C(=O)C=O.N1=C(N)N=C(N)N=C1N OROGYMBCWRTKPO-UHFFFAOYSA-N 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 230000035800 maturation Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- CWIPUXNYOJYESQ-UHFFFAOYSA-N oxaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=CC=O.NC1=NC(N)=NC(N)=N1 CWIPUXNYOJYESQ-UHFFFAOYSA-N 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008719 thickening Effects 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
- C08G12/40—Chemically modified polycondensates
-
- 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
- C08G12/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
- C08G12/30—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with substituted triazines
- C08G12/32—Melamines
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/46—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/47—Condensation polymers of aldehydes or ketones
- D21H17/49—Condensation polymers of aldehydes or ketones with compounds containing hydrogen bound to nitrogen
- D21H17/51—Triazines, e.g. melamine
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Paper (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR181890 | 1968-12-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO129681B true NO129681B (de) | 1974-05-13 |
Family
ID=8659401
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO05127/69A NO129681B (de) | 1968-12-30 | 1969-12-24 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3645841A (de) |
| BE (1) | BE743673A (de) |
| DE (1) | DE1965373C3 (de) |
| DK (1) | DK132089C (de) |
| FI (1) | FI50250C (de) |
| FR (1) | FR1602233A (de) |
| GB (1) | GB1289860A (de) |
| LU (1) | LU60096A1 (de) |
| NL (2) | NL6919597A (de) |
| NO (1) | NO129681B (de) |
| SE (2) | SE365269B (de) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2424234A1 (fr) * | 1978-04-24 | 1979-11-23 | Hoechst France | Procede de traitement des eaux brutes et des eaux residuaires |
| DE3143920A1 (de) * | 1981-11-05 | 1983-05-11 | Degussa Ag, 6000 Frankfurt | Neue bismelamine |
| FR2519009A1 (fr) * | 1981-12-29 | 1983-07-01 | Hoechst France | Nouvelle resine aminoplaste cationique, son procede d'obtention et son application dans le traitement des eaux |
| US5294352A (en) * | 1985-06-27 | 1994-03-15 | Waldmann John J | Compositions for the detackification of paint spray booth water and waste water |
| US9447221B2 (en) | 2014-07-03 | 2016-09-20 | Johns Manville | Formaldehyde-free melamine carbohydrate binders for improved fire- resistant fibrous materials |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2624686A (en) * | 1948-11-04 | 1953-01-06 | Olin Mathieson | High wet-strength paper and process of making |
| BE568695A (de) * | 1957-06-19 | |||
| US3068190A (en) * | 1958-12-05 | 1962-12-11 | Dal Mon Research Co | Condensation of aldehydes with triazinyl aryl sulfonic acid derivatives and process of preparing same |
| CH465870A (de) * | 1965-02-12 | 1968-11-30 | Ciba Geigy | Verfahren zur Herstellung von feinteiligen, unschmelzbaren und unlöslichen Melamin-Formaldehyd-Kondensationsprodukten oder Mischkondensationsprodukten aus Melamin, Formaldehyd und mindestens einem weiteren Aminoplastbildner |
| US3556932A (en) * | 1965-07-12 | 1971-01-19 | American Cyanamid Co | Water-soluble,ionic,glyoxylated,vinylamide,wet-strength resin and paper made therewith |
-
0
- NL NL137596D patent/NL137596C/xx active
-
1968
- 1968-12-30 FR FR181890A patent/FR1602233A/fr not_active Expired
-
1969
- 1969-12-22 SE SE17698/69A patent/SE365269B/xx unknown
- 1969-12-22 SE SE7212311A patent/SE377477B/xx unknown
- 1969-12-24 BE BE743673D patent/BE743673A/xx not_active IP Right Cessation
- 1969-12-24 NO NO05127/69A patent/NO129681B/no unknown
- 1969-12-24 LU LU60096D patent/LU60096A1/xx unknown
- 1969-12-29 US US888933A patent/US3645841A/en not_active Expired - Lifetime
- 1969-12-29 DK DK687469A patent/DK132089C/da active
- 1969-12-29 FI FI693753A patent/FI50250C/fi active
- 1969-12-30 NL NL6919597A patent/NL6919597A/xx unknown
- 1969-12-30 DE DE1965373A patent/DE1965373C3/de not_active Expired
- 1969-12-30 GB GB1289860D patent/GB1289860A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DK132089C (da) | 1976-03-15 |
| FI50250B (de) | 1975-09-30 |
| FR1602233A (de) | 1970-10-26 |
| DK132089B (da) | 1975-10-20 |
| GB1289860A (de) | 1972-09-20 |
| FI50250C (fi) | 1976-01-12 |
| US3645841A (en) | 1972-02-29 |
| BE743673A (de) | 1970-06-24 |
| DE1965373C3 (de) | 1974-11-07 |
| SE365269B (de) | 1974-03-18 |
| NL137596C (de) | |
| DE1965373B2 (de) | 1974-04-04 |
| NL6919597A (de) | 1970-07-02 |
| SE377477B (de) | 1975-07-07 |
| DE1965373A1 (de) | 1970-07-30 |
| LU60096A1 (de) | 1970-06-26 |
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