DK172718B1 - Fremgangsmåde til fremstilling af højkoncentrerede, lavviskose vandige opløsninger af melamin/aldehydharpikser - Google Patents
Fremgangsmåde til fremstilling af højkoncentrerede, lavviskose vandige opløsninger af melamin/aldehydharpikser Download PDFInfo
- Publication number
- DK172718B1 DK172718B1 DK198200728A DK72882A DK172718B1 DK 172718 B1 DK172718 B1 DK 172718B1 DK 198200728 A DK198200728 A DK 198200728A DK 72882 A DK72882 A DK 72882A DK 172718 B1 DK172718 B1 DK 172718B1
- Authority
- DK
- Denmark
- Prior art keywords
- acid
- compound
- melamine
- process according
- basic
- Prior art date
Links
- 229920005989 resin Polymers 0.000 title claims abstract description 36
- 239000011347 resin Substances 0.000 title claims abstract description 36
- 229920000877 Melamine resin Polymers 0.000 title claims abstract description 29
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 title claims abstract description 27
- 239000007864 aqueous solution Substances 0.000 title claims abstract description 8
- 238000000034 method Methods 0.000 title claims description 26
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 title claims 5
- 238000002360 preparation method Methods 0.000 title description 5
- 239000000243 solution Substances 0.000 claims abstract description 50
- -1 hydroxycarboxylic acid lactone Chemical class 0.000 claims abstract description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000000203 mixture Substances 0.000 claims abstract description 10
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims abstract description 7
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 claims abstract description 6
- 150000007514 bases Chemical class 0.000 claims abstract description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims abstract description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical group O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 44
- 239000007787 solid Substances 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 11
- 238000009833 condensation Methods 0.000 claims description 9
- 230000005494 condensation Effects 0.000 claims description 9
- 150000007513 acids Chemical class 0.000 claims description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims description 6
- 238000006068 polycondensation reaction Methods 0.000 claims description 6
- 230000002378 acidificating effect Effects 0.000 claims description 5
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- 235000013922 glutamic acid Nutrition 0.000 claims description 4
- 239000004220 glutamic acid Substances 0.000 claims description 4
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 238000003860 storage Methods 0.000 claims description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims 1
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims 1
- 229920000768 polyamine Polymers 0.000 claims 1
- 150000003623 transition metal compounds Chemical class 0.000 claims 1
- 150000003752 zinc compounds Chemical class 0.000 claims 1
- 150000001299 aldehydes Chemical class 0.000 abstract description 10
- 239000011230 binding agent Substances 0.000 abstract description 6
- 239000004566 building material Substances 0.000 abstract description 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 20
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 10
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 10
- 235000017557 sodium bicarbonate Nutrition 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000004567 concrete Substances 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 description 6
- 235000010755 mineral Nutrition 0.000 description 6
- 239000011707 mineral Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 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 5
- 230000000996 additive effect Effects 0.000 description 5
- 239000004568 cement Substances 0.000 description 5
- 235000019253 formic acid Nutrition 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 5
- 235000010262 sodium metabisulphite Nutrition 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- 159000000007 calcium salts Chemical class 0.000 description 4
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical class O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 4
- KCZIUKYAJJEIQG-UHFFFAOYSA-N 1,3,5-triazin-2-amine Chemical compound NC1=NC=NC=N1 KCZIUKYAJJEIQG-UHFFFAOYSA-N 0.000 description 3
- 239000007859 condensation product Substances 0.000 description 3
- 239000004570 mortar (masonry) Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 2
- 239000000292 calcium oxide Substances 0.000 description 2
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 150000007974 melamines Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 1
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical class NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 1
- RGHNJXZEOKUKBD-SQOUGZDYSA-N Gluconic acid Natural products OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 239000011398 Portland cement Substances 0.000 description 1
- 229910006069 SO3H Inorganic materials 0.000 description 1
- 229920000535 Tan II Polymers 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- NJYZCEFQAIUHSD-UHFFFAOYSA-N acetoguanamine Chemical class CC1=NC(N)=NC(N)=N1 NJYZCEFQAIUHSD-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 239000000174 gluconic acid Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- CYADVKYACDAEFX-UHFFFAOYSA-N hydroxymethylsulfamic acid Chemical compound OCNS(O)(=O)=O CYADVKYACDAEFX-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- 230000011987 methylation Effects 0.000 description 1
- 238000007069 methylation reaction Methods 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 239000011505 plaster Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000011150 reinforced concrete Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229950000244 sulfanilic acid Drugs 0.000 description 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/16—Sulfur-containing compounds
- C04B24/20—Sulfonated aromatic compounds
- C04B24/22—Condensation or polymerisation products thereof
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
- C04B24/28—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C04B24/30—Condensation polymers of aldehydes or ketones
- C04B24/305—Melamine-formaldehyde condensation polymers
-
- 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
-
- 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
- C08G12/34—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds and acyclic or carbocyclic compounds
-
- 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08L61/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
- C08L61/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Ceramic Engineering (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3107852 | 1981-03-02 | ||
| DE19813107852 DE3107852A1 (de) | 1981-03-02 | 1981-03-02 | Verfahren zur herstellung von hochkonzentrierten, niedrigviskosen, waessrigen loesungen von melamin/aldehydharzen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DK72882A DK72882A (da) | 1982-09-03 |
| DK172718B1 true DK172718B1 (da) | 1999-06-14 |
Family
ID=6126132
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK198200728A DK172718B1 (da) | 1981-03-02 | 1982-02-19 | Fremgangsmåde til fremstilling af højkoncentrerede, lavviskose vandige opløsninger af melamin/aldehydharpikser |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US4430469A (es) |
| EP (1) | EP0059353B2 (es) |
| JP (1) | JPS57158218A (es) |
| AT (1) | ATE15490T1 (es) |
| AU (1) | AU558790B2 (es) |
| CA (1) | CA1183624A (es) |
| CH (1) | CH646718A5 (es) |
| DE (2) | DE3107852A1 (es) |
| DK (1) | DK172718B1 (es) |
| ES (1) | ES8302739A1 (es) |
| MX (1) | MX159595A (es) |
Families Citing this family (62)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3115673A1 (de) * | 1981-04-18 | 1982-11-11 | Bergwerksverband Gmbh, 4300 Essen | Beton mit hoher druck- und zugfestigkeit |
| CH648570A5 (de) * | 1981-10-26 | 1985-03-29 | Sika Ag | Polykondensationsprodukt. |
| EP0099954B1 (fr) * | 1982-07-28 | 1986-10-22 | CHRYSO SA - Ets. de TOULOUSE | Nouveaux fluidifiants pour liants hydrauliques |
| DE3248586A1 (de) * | 1982-12-30 | 1984-07-05 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von hochkonzentrierten, niederviskosen und besonders lagerstabilen waessrigen loesungen von melamin-formaldehyd-kondensationsprodukten und deren verwendung zur betonverfluessigung |
| US4821802A (en) * | 1985-06-20 | 1989-04-18 | Pfizer Inc. | Aqueous sulfomethylated melamine gel-forming compositions and methods of use |
| US4772641A (en) * | 1985-06-20 | 1988-09-20 | Pfizer Inc. | Aqueous sulfomethylated melamine gel-forming compositions |
| US4820766A (en) * | 1985-10-16 | 1989-04-11 | Shawqui Lahalih | Highly stable sulfonated melamine-formaldehyde condensate solution |
| US4677159A (en) * | 1985-10-16 | 1987-06-30 | Kuwait Institute For Scientific Research | Process for the synthesis of highly stable sulfonated melamine-formaldehyde condensates as superplasticizing admixtures in concrete |
| US4793741A (en) * | 1986-12-05 | 1988-12-27 | Kuwait Institute For Scientific Research | Method for improving the mechanical properties of soil, a polymeric solution therefore, and a process for preparing polymeric solutions |
| DE3810114A1 (de) * | 1988-03-25 | 1989-10-12 | Sueddeutsche Kalkstickstoff | Verfahren zur herstellung von sulfonsaeuregruppen enthaltenden kondensationsprodukten mit einem geringen freien formaldehyd-gehalt |
| DE3942155C1 (es) * | 1989-12-20 | 1991-03-21 | Papierfabrik August Koehler Ag, 7602 Oberkirch, De | |
| US5256199A (en) * | 1990-08-03 | 1993-10-26 | Kao Corporation | Cement admixture |
| FR2687406A1 (fr) * | 1992-02-18 | 1993-08-20 | Chryso Sa | Produits de condensation et leur utilisation comme agents fluidifiants pour liants hydrauliques tels que les ciments, les platres et la chaux. |
| FR2692748B1 (fr) * | 1992-06-18 | 1998-07-17 | Savoie Electrodes Refract | Joint de raccordement d'electrodes de four electrique. |
| NL9401079A (nl) * | 1994-06-28 | 1996-02-01 | Mets Holding Bv | Werkwijze voor het bereiden van een waterige oplossing van een polycondensaat, volgens deze werkwijze verkrijgbare produkten alsmede de toepassing daarvan. |
| FR2722718B1 (fr) | 1994-07-22 | 1996-10-04 | Sepro Robotique | Dispositif de guidage lineaire a grande vitesse |
| DE4430362A1 (de) * | 1994-08-26 | 1996-02-29 | Sueddeutsche Kalkstickstoff | Fließmittel für zementhaltige Bindemittelsuspensionen |
| DE4434010C2 (de) * | 1994-09-23 | 2001-09-27 | Sueddeutsche Kalkstickstoff | Redispergierbare Polymerisatpulver, Verfahren zu deren Herstellung und Verwendung |
| DE19609614A1 (de) * | 1995-03-17 | 1996-09-19 | Sueddeutsche Kalkstickstoff | Wasserlösliche Polykondensationsprodukte auf Basis von Amino-s-triazinen und deren Verwendung |
| CN1090640C (zh) * | 1995-04-27 | 2002-09-11 | 日产化学工业株式会社 | 磺化氨基树脂与含氨基的物质的反应产物及造纸方法 |
| US5710239A (en) * | 1996-02-29 | 1998-01-20 | Georgia-Pacific Resins, Inc. | Water-soluble sulfonated melamine-formaldehyde resins |
| DE19627531B4 (de) * | 1996-07-09 | 2006-11-02 | Construction Research & Technology Gmbh | Wasserlösliche formaldehydfreie Polykondensationsprodukte auf Basis von Amino-s-triazinen |
| US6214965B1 (en) * | 1998-10-23 | 2001-04-10 | Nissan Chemical Industries, Ltd. | Process for preparing an aqueous solution of sulfanilic acid modified melamine-formaldehyde resin and a cement composition |
| DE19946591A1 (de) * | 1999-09-29 | 2001-04-12 | Sueddeutsche Kalkstickstoff | Lagerstabile sulfonierte Kondensationsprodukte, Verfahren zu ihrer Herstellung und deren Verwendung |
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| US2377867A (en) * | 1940-10-26 | 1945-06-12 | Gen Electric | Condensation products |
| DE845327C (de) * | 1949-07-14 | 1952-07-31 | Aero Res Ltd | Fussboden- und Wandbelag |
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| US2730516A (en) * | 1953-01-23 | 1956-01-10 | American Cyanamid Co | Water soluble resinous compositions and process of preparing same |
| DE1671017C3 (de) * | 1966-02-11 | 1978-10-05 | Sueddeutsche Kalkstickstoff-Werke Ag, 8223 Trostberg | Anorganisch-organischer Baustoff |
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| DE2322845B2 (de) * | 1973-05-07 | 1978-10-26 | Martin-Marietta Corp., New York, N.Y. (V.St.A.) | Zusatzmischung zur Verwendung in hydraulischen Zementmischungen und Verfahren zur Beschleunigung der Härtung einer hydraulischen Zementmischung |
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| US3985695A (en) * | 1974-11-25 | 1976-10-12 | Mobil Oil Corporation | Water reducible epoxy ester coating composition |
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-
1981
- 1981-03-02 DE DE19813107852 patent/DE3107852A1/de not_active Withdrawn
- 1981-04-23 CH CH266581A patent/CH646718A5/de not_active IP Right Cessation
-
1982
- 1982-02-12 DE DE8282101064T patent/DE3266090D1/de not_active Expired
- 1982-02-12 AT AT82101064T patent/ATE15490T1/de not_active IP Right Cessation
- 1982-02-12 EP EP82101064A patent/EP0059353B2/de not_active Expired - Lifetime
- 1982-02-19 DK DK198200728A patent/DK172718B1/da not_active IP Right Cessation
- 1982-02-24 US US06/351,915 patent/US4430469A/en not_active Expired - Lifetime
- 1982-02-25 CA CA000397094A patent/CA1183624A/en not_active Expired
- 1982-02-25 ES ES509906A patent/ES8302739A1/es not_active Expired
- 1982-03-02 JP JP57031865A patent/JPS57158218A/ja active Granted
- 1982-03-02 AU AU81016/82A patent/AU558790B2/en not_active Ceased
- 1982-03-02 MX MX191642A patent/MX159595A/es unknown
-
1983
- 1983-12-14 US US06/561,328 patent/US4501839A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DK72882A (da) | 1982-09-03 |
| ES509906A0 (es) | 1983-01-16 |
| EP0059353A1 (de) | 1982-09-08 |
| CA1183624A (en) | 1985-03-05 |
| JPH0140850B2 (es) | 1989-08-31 |
| CH646718A5 (de) | 1984-12-14 |
| ATE15490T1 (de) | 1985-09-15 |
| EP0059353B1 (de) | 1985-09-11 |
| US4501839A (en) | 1985-02-26 |
| AU558790B2 (en) | 1987-02-12 |
| AU8101682A (en) | 1982-09-09 |
| DE3107852A1 (de) | 1982-09-16 |
| DE3266090D1 (en) | 1985-10-17 |
| JPS57158218A (en) | 1982-09-30 |
| ES8302739A1 (es) | 1983-01-16 |
| EP0059353B2 (de) | 1990-07-04 |
| MX159595A (es) | 1989-07-11 |
| US4430469A (en) | 1984-02-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B1 | Patent granted (law 1993) | ||
| PBP | Patent lapsed |