DE852698C - Process for the production of stable aqueous dispersions - Google Patents
Process for the production of stable aqueous dispersionsInfo
- Publication number
- DE852698C DE852698C DED4353D DED0004353D DE852698C DE 852698 C DE852698 C DE 852698C DE D4353 D DED4353 D DE D4353D DE D0004353 D DED0004353 D DE D0004353D DE 852698 C DE852698 C DE 852698C
- Authority
- DE
- Germany
- Prior art keywords
- cation
- weight
- parts
- compounds
- substances
- 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 description 8
- 239000006185 dispersion Substances 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 150000001768 cations Chemical class 0.000 claims description 24
- 229920005989 resin Polymers 0.000 claims description 16
- 239000011347 resin Substances 0.000 claims description 16
- 239000000126 substance Substances 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 11
- 230000001681 protective effect Effects 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 239000000084 colloidal system Substances 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
- 239000000344 soap Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- -1 etc.) Polymers 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 238000009833 condensation Methods 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 4
- SQSPRWMERUQXNE-UHFFFAOYSA-N Guanylurea Chemical compound NC(=N)NC(N)=O SQSPRWMERUQXNE-UHFFFAOYSA-N 0.000 description 4
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- RAPBNVDSDCTNRC-UHFFFAOYSA-N Chlorobenzilate Chemical compound C=1C=C(Cl)C=CC=1C(O)(C(=O)OCC)C1=CC=C(Cl)C=C1 RAPBNVDSDCTNRC-UHFFFAOYSA-N 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 3
- 238000000265 homogenisation Methods 0.000 description 3
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 3
- 229910017464 nitrogen compound Inorganic materials 0.000 description 3
- 150000002830 nitrogen compounds Chemical group 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- 241000252203 Clupea harengus Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019514 herring Nutrition 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 239000011877 solvent mixture Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- GKQHIYSTBXDYNQ-UHFFFAOYSA-M 1-dodecylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+]1=CC=CC=C1 GKQHIYSTBXDYNQ-UHFFFAOYSA-M 0.000 description 1
- IQDVXXOBJULTFE-UHFFFAOYSA-M 1-dodecylpyridin-1-ium;hydron;sulfate Chemical compound OS([O-])(=O)=O.CCCCCCCCCCCC[N+]1=CC=CC=C1 IQDVXXOBJULTFE-UHFFFAOYSA-M 0.000 description 1
- DSJVSLJDQPTJSK-UHFFFAOYSA-N 1-methyl-1-phenylguanidine Chemical compound NC(=N)N(C)C1=CC=CC=C1 DSJVSLJDQPTJSK-UHFFFAOYSA-N 0.000 description 1
- FXOWCKKUKRPJAU-UHFFFAOYSA-N 2-(dimethylamino)-n-hexadecylacetamide Chemical compound CCCCCCCCCCCCCCCCNC(=O)CN(C)C FXOWCKKUKRPJAU-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- YZEZMSPGIPTEBA-UHFFFAOYSA-N 2-n-(4,6-diamino-1,3,5-triazin-2-yl)-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(NC=2N=C(N)N=C(N)N=2)=N1 YZEZMSPGIPTEBA-UHFFFAOYSA-N 0.000 description 1
- QRJZGVVKGFIGLI-UHFFFAOYSA-N 2-phenylguanidine Chemical compound NC(=N)NC1=CC=CC=C1 QRJZGVVKGFIGLI-UHFFFAOYSA-N 0.000 description 1
- MJZMMZPWBOZUOB-UHFFFAOYSA-N 5-methyltriazine-4,6-diamine Chemical compound CC=1C(=NN=NC1N)N MJZMMZPWBOZUOB-UHFFFAOYSA-N 0.000 description 1
- 102000009027 Albumins Human genes 0.000 description 1
- 108010088751 Albumins Proteins 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 229920000715 Mucilage Polymers 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- MIWVBVPUEOHJFV-UHFFFAOYSA-N [amino(azaniumylidene)methyl]-(diaminomethylidene)azanium;sulfate Chemical compound OS(O)(=O)=O.NC(N)=NC(N)=N MIWVBVPUEOHJFV-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- MASBWURJQFFLOO-UHFFFAOYSA-N ammeline Chemical compound NC1=NC(N)=NC(O)=N1 MASBWURJQFFLOO-UHFFFAOYSA-N 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- FADYGXGJTNYCHZ-UHFFFAOYSA-M benzyl-dodecyl-diethylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](CC)(CC)CC1=CC=CC=C1 FADYGXGJTNYCHZ-UHFFFAOYSA-M 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000001734 carboxylic acid salts Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 1
- 239000010730 cutting oil Substances 0.000 description 1
- 230000000249 desinfective effect Effects 0.000 description 1
- 150000001470 diamides Chemical class 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- IHSPMDXQWYKHOA-UHFFFAOYSA-N dodecyl 2-(dimethylamino)acetate Chemical compound CCCCCCCCCCCCOC(=O)CN(C)C IHSPMDXQWYKHOA-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- PKWIYNIDEDLDCJ-UHFFFAOYSA-N guanazole Chemical class NC1=NNC(N)=N1 PKWIYNIDEDLDCJ-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- YSRVJVDFHZYRPA-UHFFFAOYSA-N melem Chemical compound NC1=NC(N23)=NC(N)=NC2=NC(N)=NC3=N1 YSRVJVDFHZYRPA-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- WHMKYTUBDUCSDJ-UHFFFAOYSA-N n-dodecyl-2-piperidin-1-ylacetamide Chemical compound CCCCCCCCCCCCNC(=O)CN1CCCCC1 WHMKYTUBDUCSDJ-UHFFFAOYSA-N 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
- 229940113162 oleylamide Drugs 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000002294 quinazolinyl group Chemical class N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000003799 water insoluble solvent Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/18—Quaternary ammonium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Colloid Chemistry (AREA)
Description
Verfahren zur Herstellung von stabilen wäßrigen Dispersionen Es ist bekannt, daß man zur Erhöhung der Beständigkeit kolloider wäßriger Dispersionen flüssiger oder fester, nicht wasserlöslicher Substanzen, die unter Mitverwendung von Anionseifen hergestellt sind, Schutzkolloide verwendet. Für diese Zwecke stehen verschiedenartige Stoffgruppen zur Verfügung, wie z. B. Eiweißstoffe (Gelatine, Kasein, Albumine, Leim usw.), Cellulosederivate, wie z. B. celluloseäthercarbonsaure Salze, Pflanzenschleime u. dgl.Process for the preparation of stable aqueous dispersions It is known that to increase the stability of colloidal aqueous dispersions liquid or solid, non-water-soluble substances that are also used made of anion soaps, protective colloids are used. Stand for these purposes different groups of substances are available, such as B. Proteins (gelatine, Casein, albumins, glue, etc.), cellulose derivatives, such as. B. cellulose ether carboxylic acid Salts, mucilages and the like
Bei vielen kolloidtechnischen Aufgabestellungen ist es vorteilhaft, der dispersen Phase positive Ladung zu erteilen, was man in bekannter Weise dadurch erreicht, daß man als Dispergiermittel Kationseifen verwendet. In diesem Fall sind jedoch die obengenannten Schutzkolloide unbrauchbar, da sie mit den Kationseifen unlösliche Fällungen bilden, wobei sowohl ihr Schutzkolloidcharakter als auch das Emulgiervermögen der Kationseifen völlig verlorengehen. For many colloid-technical tasks it is advantageous to to impart positive charge to the disperse phase, which is done in a known manner achieves that cation soaps are used as dispersants. In this case are However, the above protective colloids are useless because they interact with the cation soaps form insoluble precipitates, both their protective colloid character and the The emulsifying power of the cation soaps is completely lost.
Es wurde nun gefunden, daß bei der Anwendung von Kationseifen mit Vorteil wasserlösliche harzartige Verbindungen als Schutzkolloide verwendet werden können, die Aminsalzgruppen enthalten und in wäßriger Lösung positiv geladene, harzartige Ionen bilden (sog. Kationharze). It has now been found that when using cation soaps with Advantageously, water-soluble resin-like compounds can be used as protective colloids can, which contain amine salt groups and in aqueous solution positively charged, resinous Form ions (so-called cation resins).
Für diese Zwecke venvendbare Kationharze sind bekannt. Man erhält sie z. B. durch Kondensation von Oxoverbindungen und kondensationsfähigen Aminsalzgruppen enthaltenden Verbindungen, wobei auch andere, nicht salzartige kondensationsfähige Verbindungen rhit einkondensiert werden können. Cation resins which can be used for these purposes are known. You get she z. B. by condensation of oxo compounds and condensable amine salt groups containing compounds, where also other, non-salty condensable Compounds rhit can be condensed.
Als Oxoverbindungen kommen in erster Linie Formaldehyd bzw. Formaldehyd abgeberide Stoffe, ferner auch Acetaldehyd, Acrolein, Crotonaldehyd usw. in Betracht. The main oxo compounds are formaldehyde or formaldehyde donor substances, also acetaldehyde, acrolein, crotonaldehyde, etc. into consideration.
Kondensationsfähige Aminsalzgruppen enthaltende Verbindungen sind z. B. die Salze folgender Verbindungen: Ammoniak, Hydrazin, Äthylendiamin, Hexamethylendiamin, Guanidin und seine Derivate, wie Methylguanidin, Phenylguanidin, Nlethylphenylguanidin, Acyllguanidine, Guanylharnstoff (Dicyandiamidin), Acyl:guanylharnstoffe, Dialkylaminoalkylharnstoffe u. dgl. Als salzbildende Säuren kommen anorganische und organische Säuren in Betracht, wie z. B. Halogenwasserstoffsäuren, Schwefelsäure, Salpetersäure, organische Carbonsäuren, insbesondere niedermolekulare Fettsäuren u. dgl. Compounds containing condensable amine salt groups are z. B. the salts of the following compounds: ammonia, hydrazine, ethylenediamine, hexamethylenediamine, Guanidine and its derivatives, such as methylguanidine, phenylguanidine, methylphenylguanidine, Acylguanidines, guanylurea (dicyandiamidine), acyl: guanylureas, dialkylaminoalkylureas and the like. Inorganic and organic acids come into consideration as salt-forming acids, such as B. hydrohalic acids, sulfuric acid, nitric acid, organic carboxylic acids, in particular low molecular weight fatty acids and the like.
Für manche technische Zwecke ist es von Vorteil, solche Kationharze zu verwenden, die neben den vorgenannten Komponenten noch andere mit Oxoverbindungen kondensationsfähige, jedoch nicht Amillsalzgruppen enthaltende Verbindungen enthalten. Als solche Verbindungen sind beispielsweise zu nennen: Harnstoff, dessen Substitutionsprodukte oder Derivate, wie Alkylharnstoffe, Thioharnstoff, oder auch andere Åmidderivate der Kohlensäure, wie L'rethane, I)i- bzw. Triurethane (Bis- bzw. For some technical purposes it is advantageous to use such cation resins to use, in addition to the aforementioned components, others with oxo compounds Contain condensable, but not containing amill salt groups compounds. Examples of such compounds are: urea, its substitution products or derivatives, such as alkylureas, thiourea, or other amide derivatives of carbonic acid, such as L'rethane, I) i- or tri-urethanes (bis- or
Tricarbaminsäureester mehrwertiger Alkohole), Guanidin bzw. seine Derivate, Cyanamid, Dicyandiamid, ferner Diamide von Dicarbonsäuren, Dihydrazide u. dgl. Weiterhin sind Verbindungen der Azinreihen zu nennen, wie Methyldiaminotriazin, Triaminotriazin (Melamin) und daraus durch Ammoniakabspaltung.entstandene Stoffe, wie Melam, Melem, Mellon, ferner Oxyaminotriazin (Ammelin) sowie analog zusammengesetzte Verbindungen der Pyrimidin- und Chinazolinreihe, Guanazolderivate, Hydrazinderivate der heterocyclischen Reihe sowie auch Arylsulfamide, Aryldisulfamide, Arylsulfoguanidide, Aryldisulfoguanidide usw.Tricarbamic acid esters of polyhydric alcohols), guanidine or its Derivatives, cyanamide, dicyandiamide, also diamides of dicarboxylic acids, dihydrazides and the like. Furthermore, compounds of the azine series should be mentioned, such as methyldiaminotriazine, Triaminotriazine (melamine) and substances formed from it through the elimination of ammonia, such as melam, melem, mellon, furthermore oxyaminotriazine (Ammeline) as well as analogous compounds Compounds of the pyrimidine and quinazoline series, guanazole derivatives, hydrazine derivatives the heterocyclic series as well as arylsulfamides, aryldisulfamides, arylsulfoguanidides, Aryl disulfoguanidides, etc.
Nlan kann diese Kationharze bei der Herstellung aus den vorstehenden Ausgangskomponenten, z. B. durch Änderung der Mengenverhältnisse oder durch Änderung in der Reihenfolge, in der man die Reaktionsteilnehmer zusammenbringt, in ihren Eigenschaften modifizieren und sie den jeweils vorliegenstirn Bedingungen in geeigneter Weise anpassen. Nlan can use these cation resins in the manufacture of the above Starting components, e.g. B. by changing the proportions or by changing in the order in which the reactants are brought together, in theirs Modify properties and suitably match them to the prevailing conditions Way to customize.
Beispielsweise richtet sich die Mitverwendung von nicht Arninsalzgruppen enthaltenden kondensationsfähigen Verbindungen nach dem Grad der gewünschten Löslichkeit. Die Kondensation erfolgt in neutralem Medium ohne jegliche Katalysatoren oder auch unter Zusatz bekannter Katalysatoren, wie z. B. Säuren oder sauer reagierender Stoffe.For example, the use of non-amine salt groups is directed containing condensable compounds according to the degree of solubility desired. The condensation takes place in a neutral medium without any catalysts or else with the addition of known catalysts, such as. B. Acids or acidic substances.
Die hei dem vorliegenden Verfahren verwendeten Kationseifen sind bekannt. Es handelt sich um oherflächenaktive Verbindungen, die in wäßriger Lösung Kationen bilden, die Träger der obertlächenaktiven Wirkung sind. In erster Linie kommen dafiir quaternäre Stickstoffverbindungen in Betracht; ä'hnliche für den crfintlungsgmäßen Zweck verwendbare kationaktive Verbindungen sind von Phosphor und Schwefel ableitbar. Die quaternären Stickstoffverlindungen können sich sowohl vom Ammoniak als auch von cyclischen organischen Basen, wie I,eispielseise von Pyridin, Iiperidin, Chinolin. Xikotiii u. dgl. ableiten. Besonders gut verwendbar sind solche quaternären Stickstoffverbindungen, die einen lipopnilen Rest, d. h. einen aliphatischen oder cycloaliphatischen Kohlenwasserstoffrest von wenigstens sechs Kohlenstoffatomen oder einen aromati scben Kolil enwasserstoffrest mit einer Seitenkette von wenigstens drei Kohlenstoffatomen enthalten. Als Beispiele für kationaktive Verhindungqn scien genalilit 1 )odecyltriätbylammoniumchlorid, Dodecylbenzyldiäthylammoniumchlorid, Dodecylpyridiniumchlorid, Dimethylaminoessigsäuredodecylami ächlorbenzylat, Piperidinoessigsäuredodecylamidchlorbenzylat, N-Stearoyl-N'-dimethyläthylendiami nsu 1 fometbylat u. dgl. The cation soaps used in the present process are known. It is about surface-active compounds that are in aqueous solution Form cations that are carriers of the surface-active effect. Primarily Quaternary nitrogen compounds are suitable for this; similar for the refined Cation-active compounds which can be used for a specific purpose can be derived from phosphorus and sulfur. The quaternary nitrogen compounds can be derived from ammonia as well of cyclic organic bases, such as I, for example pyridine, iiperidine, quinoline. Derive Xikotiii and the like. Quaternary nitrogen compounds are particularly useful, which have a lipopnile residue, d. H. an aliphatic or cycloaliphatic hydrocarbon radical of at least six carbon atoms or an aromatic colloidal hydrogen radical with a side chain of at least three carbon atoms. As examples for cation-active prevention qn scien genalilit 1) odecyltriätbylammoniumchlorid, Dodecylbenzyl diethylammonium chloride, Dodecylpyridiniumchlorid, Dimethylaminoessigsäuredodecylami chlorobenzylate, piperidinoacetic acid dodecylamide chlorobenzylate, N-stearoyl-N'-dimethylethylendiami nsu 1 fometbylate and the like
Als zu dispergierende Phase kommen für das vorliegende Verfahren feste oder flüssige, nicht wasserlösliche Substanzen in Betracht, insbesondere mineralische, pflanzliche, tierische oder synthetische Öle Fette und Wachse bzw. davon abgeleitete Stoffe mit festem oder flüssigem Charakter, ferner auch wasserunlösliche Lösungsmittel oder Lösungsmittelgemische, die auch wasserlösliche Anteile enthalten können, und natürliche oder synthetische Harze. Diese Stoffe können auch größere Mengen anderer wasserunlöslicher Stoffe verteilt oder gelöst enthalten, die in Feinverteilung gebracht werden sollen. Hierher gehören z. B. Lösungen von filmbildenden Stoffen, wie Nitrocellulosederivaten in Lösungsmittelgemischen, Dispersionen von Bitumenstoffen in Mineralölen usw. Als feste zu dispergierende Stoffe kommen beispielsweise Farib-und Füllpigmente, Beschwerungsmittel u. dgl. in Betracht. The phase to be dispersed is used for the present process solid or liquid, water-insoluble substances, especially mineral, vegetable, animal or synthetic oils, fats and waxes or derived from them Substances of solid or liquid character, as well as water-insoluble solvents or solvent mixtures, which can also contain water-soluble components, and natural or synthetic resins. These substances can also contain larger amounts of others water-insoluble substances distributed or dissolved, which brought into fine distribution should be. This subheading includes B. Solutions of film-forming substances, such as nitrocellulose derivatives in solvent mixtures, dispersions of bituminous substances in mineral oils, etc. As Solid substances to be dispersed are, for example, coloring and filling pigments, weighting agents and the like.
Bei der Herstellung von Emulsionen nach dem erfindungsgemäßen Verfahren verfährt man im allgemeinen in der Weise. daß man die Kationseifen in Olen und Fetten bzw. fett- und ölartigen Stoffen und die Kationharze hiervon getrennt in Wasser löst. Es ist auch möglich, die Kationseifen gemeinsam mit den Kationharzen in Wasser zu lösen. In the production of emulsions by the process according to the invention one generally proceeds in the same way. that the cation soaps are in oils and fats or fat and oil-like substances and the cation resins separated from them in water solves. It is also possible to use the cation soaps together with the cation resins in water to solve.
Beide Phasen werden in beliebiger Weise zusammengegeben, wobei bereits eine Emulgierung stattfindet, und nach gutem Vermischen zweckmäßig maschinell homogenisiert. Bei der Dispergierung fester Stoffe verfährt man im allgemeinen so, daß man die möglichst fein zerkleinerte feste Phase nach und nach in die wäßrige Lösung der Kationseife und des Kationharzes einrührt. Die bei dem vorliegenden Verfahren erhaltenen Dispersionen zeichnen sich durch hohe Beständigkeit aus und sind in der Regel beliebig mit Wasser verdünnbar.Both phases are combined in any way, with already emulsification takes place, and after thorough mixing, it is expediently homogenized by machine. When dispersing solids, the general procedure is that the Finely comminuted solid phase as possible gradually into the aqueous solution of the Stir in the cation soap and the cation resin. Those obtained in the present process Dispersions are characterized by their high resistance and are usually arbitrary can be diluted with water.
Die wäßrigen Verdünnungen zeigen im allgemeinen lebhafte Brownsche Bewegung. während die Stammemulsionen infolge des Kationharzzusatzes, das gleichzeitig als Verdickungsmittel wirkt, vollkommen fixiert sind und sich nur äußerst langsam entmischen, wodurch eine hohe Lagerbeständigkeit erzielt xvird. Die positiv geladenen Emulsionen zeigen den Vorteil, daß sie nur an der Oberfläche eingel)racllter .9ul)strate brechen und daß sich die dispergierten Teilchen äußerst gleichmäßig auf dem Substrat niederschlagen und dort fest gebunden werden. Der Zusatz des Kationharzes bewirkt eine weitere Fixierung der auf den Substraten niedergeschlagenen Stoffe.The aqueous dilutions generally show vivid Brownian Move. while the parent emulsions due to the addition of the cation resin, which at the same time acts as a thickener, is perfectly fixed and extremely slow segregate, resulting in a long shelf life achieves xvird. The positively charged emulsions have the advantage that they only work on the surface One) racllter .9ul) strate break and that the dispersed particles extremely deposit evenly on the substrate and be firmly bound there. The addition of the cation resin causes a further fixation of the deposited on the substrates Fabrics.
ISeispiel I In 40 Gewichtsteilen Heringstran löst man 5 Gewichtsteile Dimethylaminoessigsäuredodecylesterchlormethylat. Zu der erkalteten Lösung gibt man unter Rühren eine Lösung von 1 1 Gewichtsteilen eines Kationharzes, das durch Kondensation von I NIol Dicyandiamid, 2 Alol Dicyandiamidinchlorhydrat und 4 Niol Formaldehyd in 44 Gewichtsteilen Wasser erhalten wurde. Es bildet sich beim Homogenisieren eine weiße, beständige, dickflüssige Heringstranemulsion, die zum Fetten von Leder lirauchliar ist. I Example I 5 parts by weight are dissolved in 40 parts by weight of herring oil Dimethylaminoacetic acid dodecyl ester chloromethylate. Add to the cooled solution one with stirring a solution of 1 1 parts by weight of a cation resin, which by Condensation of 1 Niol dicyandiamide, 2 alcohol dicyandiamidine chlorohydrate and 4 Niol Formaldehyde was obtained in 44 parts by weight of water. It forms during homogenization a white, permanent, thick herring oil emulsion that is used to grease leather lirauchliar is.
Beispiel 2 In 50 Gewichtsteilen Spindelöl löst man 4,6 Gewichtsteile Laurylpyridiniumbisulfat und gibt unter Rühren eine Lösung des in Beispiel t genannten Kationharzes hinzu, bestehend aus 36,8 Gewichtsteilen Wasser und 9,2 Gewichtsteilen Harz. Nach dem Homogenisieren entsteht eine dicke weiße 1 ast. die, mit \N'asser weiter verdünnt, eine stabile Ölemulsion liefert, die als Bor- und Schneidöl Verwendung finden kann. Example 2 4.6 parts by weight are dissolved in 50 parts by weight of spindle oil Laurylpyridinium bisulfate and gives a solution of the mentioned in example t with stirring Cation resin added, consisting of 36.8 parts by weight of water and 9.2 parts by weight Resin. After homogenization, a thick, white 1 branch is formed. the, with \ N'asser further diluted, it provides a stable oil emulsion that can be used as boron and cutting oil Can be found.
B e i s p i e l 3 In 60 Gewichtsteilen C)lsäureoleylester löst man 3,6 Gewichtsteile Iiperi(linoessigsäureoleylamid chlorbenzylat. Zu dieser Lösung setzt man unter Rühren eine Lösung von g Gewichtsteilen eines Kationharzes, das durch Kondensation von 1 Mol Biguanidsulfat und 2 Mol Formaldehyd erhalten wurde, in 28 Gewichtsteilen Wasser. Nach dem Homogenisieren entsteht eine Creme, die als Grundlage für desinfizierende Hautschutzsalben dienen kann. EXAMPLE 3 Dissolve in 60 parts by weight of C) lic acid oleyl ester 3.6 parts by weight of Iiperi (linoacetic acid oleylamide chlorobenzylate. To this solution is set with stirring a solution of g parts by weight of a cation resin which was obtained by condensation of 1 mole of biguanide sulfate and 2 moles of formaldehyde, in 28 parts by weight of water. After homogenization, a cream is created that is called Can serve as a basis for disinfecting protective skin ointments.
Beispiel 4 In 60 Gewichtsteilen einer Nitrocelluloselacklösung, bestehend aus 100 Gewichtsteilen Nitrowolle (mittlerer Viskosität), 50 Gewichtsteilen Alkohol, 400 Gewichtsteilen Toluol und 450 Gewichtsteilen Äthylglykol, löst man 5 Gewichtsteile Dimethylaminoessigsäurehexadecylamidchlormethylat. Example 4 Consisting of 60 parts by weight of a nitrocellulose lacquer solution from 100 parts by weight of nitro wool (medium viscosity), 50 parts by weight of alcohol, 400 parts by weight of toluene and 450 parts by weight of ethyl glycol, 5 parts by weight are dissolved Dimethylaminoacetic acid hexadecylamide chloromethylate.
Darauf wird in die Nitrolacklösung unter gutem Rühren eine Lösung von 2 Gewichtsteilen eines Kationharzes in 28 Gewichtsteilen Wasser gegeben.A solution is then added to the nitro lacquer solution with thorough stirring of 2 parts by weight of a cation resin in 28 parts by weight of water.
Das Kationharz wurde durch Kondensation von 1 Mol Melamin, 3 Mol Guanylharnstoffchlorid und g Mol Formaldehyd in salzsaurem Medium und Nachkondensation mit I Mol Dicyandiamid erhalten. Die so erzielte Emulsion läßt man anschließend zweimal durch eine Homogenisiermaschine laufen, wodurch sie dickflüssiger und beständiger wird. Man kann sie nunmehr für Anstrichzwecke verwenden.The cation resin was made by condensing 1 mole of melamine and 3 moles of guanylurea chloride and g moles of formaldehyde in hydrochloric acid medium and post-condensation with 1 mole of dicyandiamide obtain. The emulsion obtained in this way is then passed twice through a homogenizing machine running, making it thicker and more consistent. You can now use them for Use for painting purposes.
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DED4353D DE852698C (en) | 1944-03-03 | 1944-03-03 | Process for the production of stable aqueous dispersions |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1094905B (en) * | 1953-09-21 | 1960-12-15 | California Research Corp | Additives for fuel and lubricating oils |
DE1263978B (en) * | 1957-05-17 | 1968-03-21 | Bayer Ag | Method of filling leather |
DE3823847A1 (en) * | 1988-07-14 | 1990-01-18 | Sueddeutsche Kalkstickstoff | A process for de-inking printed waste paper |
-
1944
- 1944-03-03 DE DED4353D patent/DE852698C/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1094905B (en) * | 1953-09-21 | 1960-12-15 | California Research Corp | Additives for fuel and lubricating oils |
DE1263978B (en) * | 1957-05-17 | 1968-03-21 | Bayer Ag | Method of filling leather |
DE3823847A1 (en) * | 1988-07-14 | 1990-01-18 | Sueddeutsche Kalkstickstoff | A process for de-inking printed waste paper |
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