NO131645B - - Google Patents
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- Publication number
- NO131645B NO131645B NO320569A NO320569A NO131645B NO 131645 B NO131645 B NO 131645B NO 320569 A NO320569 A NO 320569A NO 320569 A NO320569 A NO 320569A NO 131645 B NO131645 B NO 131645B
- Authority
- NO
- Norway
- Prior art keywords
- dicarboxylic acid
- detergent
- salt
- ene
- washing
- Prior art date
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- 239000003599 detergent Substances 0.000 claims description 30
- 239000000203 mixture Substances 0.000 claims description 27
- 150000003839 salts Chemical class 0.000 claims description 18
- 239000013543 active substance Substances 0.000 claims description 17
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000000129 anionic group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000011149 active material Substances 0.000 claims 1
- 239000000047 product Substances 0.000 description 33
- 238000005406 washing Methods 0.000 description 21
- 235000019832 sodium triphosphate Nutrition 0.000 description 14
- 150000001336 alkenes Chemical class 0.000 description 10
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- -1 alkyl ether sulphates Chemical class 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 150000001991 dicarboxylic acids Chemical class 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 6
- 239000011976 maleic acid Substances 0.000 description 6
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
- GGQQNYXPYWCUHG-RMTFUQJTSA-N (3e,6e)-deca-3,6-diene Chemical compound CCC\C=C\C\C=C\CC GGQQNYXPYWCUHG-RMTFUQJTSA-N 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 5
- 239000004744 fabric Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 210000002374 sebum Anatomy 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 239000007859 condensation product Substances 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000000271 synthetic detergent Substances 0.000 description 3
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000006356 dehydrogenation reaction Methods 0.000 description 2
- DEETVFJENALINC-UHFFFAOYSA-L disodium;2-hexadec-2-enylbutanedioate Chemical compound [Na+].[Na+].CCCCCCCCCCCCCC=CCC(C([O-])=O)CC([O-])=O DEETVFJENALINC-UHFFFAOYSA-L 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000002285 radioactive effect Effects 0.000 description 2
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- WSFYPFLCEFLXOZ-UHFFFAOYSA-N 2-decylbutanedioic acid Chemical class CCCCCCCCCCC(C(O)=O)CC(O)=O WSFYPFLCEFLXOZ-UHFFFAOYSA-N 0.000 description 1
- HCUZVMHXDRSBKX-UHFFFAOYSA-N 2-decylpropanedioic acid Chemical compound CCCCCCCCCCC(C(O)=O)C(O)=O HCUZVMHXDRSBKX-UHFFFAOYSA-N 0.000 description 1
- YLAXZGYLWOGCBF-UHFFFAOYSA-N 2-dodecylbutanedioic acid Chemical class CCCCCCCCCCCCC(C(O)=O)CC(O)=O YLAXZGYLWOGCBF-UHFFFAOYSA-N 0.000 description 1
- RZUDZAJRBFRQLS-UHFFFAOYSA-N 2-dodecylpropanedioic acid Chemical compound CCCCCCCCCCCCC(C(O)=O)C(O)=O RZUDZAJRBFRQLS-UHFFFAOYSA-N 0.000 description 1
- KRIOSYCYMSVQRG-UHFFFAOYSA-N 2-icosylbutanedioic acid Chemical compound CCCCCCCCCCCCCCCCCCCCC(C(O)=O)CC(O)=O KRIOSYCYMSVQRG-UHFFFAOYSA-N 0.000 description 1
- LLEJOIKEASLYBB-UHFFFAOYSA-N 2-nonadecylpropanedioic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(C(O)=O)C(O)=O LLEJOIKEASLYBB-UHFFFAOYSA-N 0.000 description 1
- ZPJDFKVKOFGAFV-UHFFFAOYSA-N 2-octadecylbutanedioic acid Chemical compound CCCCCCCCCCCCCCCCCCC(C(O)=O)CC(O)=O ZPJDFKVKOFGAFV-UHFFFAOYSA-N 0.000 description 1
- DNYVOGIDRRPZJT-UHFFFAOYSA-N 2-pentadecylbutanedioic acid Chemical class CCCCCCCCCCCCCCCC(C(O)=O)CC(O)=O DNYVOGIDRRPZJT-UHFFFAOYSA-N 0.000 description 1
- MEAHFJBYWLCGDM-UHFFFAOYSA-N 2-pentadecylpropanedioic acid Chemical compound CCCCCCCCCCCCCCCC(C(O)=O)C(O)=O MEAHFJBYWLCGDM-UHFFFAOYSA-N 0.000 description 1
- MWTDCUHMQIAYDT-UHFFFAOYSA-N 2-tetradecylbutanedioic acid Chemical class CCCCCCCCCCCCCCC(C(O)=O)CC(O)=O MWTDCUHMQIAYDT-UHFFFAOYSA-N 0.000 description 1
- KQZZOYMJFFGSTQ-UHFFFAOYSA-N 2-tridec-2-enylbutanedioic acid Chemical class CCCCCCCCCCC=CCC(C(O)=O)CC(O)=O KQZZOYMJFFGSTQ-UHFFFAOYSA-N 0.000 description 1
- KXHLRGBHQWFLAZ-UHFFFAOYSA-N 8-methyloctadecane Chemical group CCCCCCCCCCC(C)CCCCCCC KXHLRGBHQWFLAZ-UHFFFAOYSA-N 0.000 description 1
- JWPWVHQHQZXBRB-UHFFFAOYSA-N C(C(CC=CCCCCCCCCCCCCCC)C(=O)O)C(=O)O Chemical compound C(C(CC=CCCCCCCCCCCCCCC)C(=O)O)C(=O)O JWPWVHQHQZXBRB-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 229920004934 Dacron® Polymers 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical compound CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 206010033799 Paralysis Diseases 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 1
- ZMUKYBHKAXKIOO-UHFFFAOYSA-L disodium;2-tetradecylbutanedioate Chemical compound [Na+].[Na+].CCCCCCCCCCCCCCC(C([O-])=O)CC([O-])=O ZMUKYBHKAXKIOO-UHFFFAOYSA-L 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 238000012851 eutrophication Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000002979 fabric softener Substances 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- WMUFHDYXFASDAE-UHFFFAOYSA-N hydron;2-octadecylpropanedioate Chemical compound CCCCCCCCCCCCCCCCCCC(C(O)=O)C(O)=O WMUFHDYXFASDAE-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical class CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 description 1
- 125000001477 organic nitrogen group Chemical group 0.000 description 1
- 239000013618 particulate matter Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- ZDQYSKICYIVCPN-UHFFFAOYSA-L sodium succinate (anhydrous) Chemical compound [Na+].[Na+].[O-]C(=O)CCC([O-])=O ZDQYSKICYIVCPN-UHFFFAOYSA-L 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2082—Polycarboxylic acids-salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
- C11D1/08—Polycarboxylic acids containing no nitrogen or sulfur
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Oppfinnelsen vedrører et syntetisk vaskemiddel» The invention relates to a synthetic detergent"
Et syntetisk vaskemiddel for bruk som storvaskmiddel omfatter normalt et vaskeaktivt stoff og et byggesalt. Det er ar-beidet energisk med å oppnå vellykkete byggesalter. Blant de mange forbindelser som er blitt anbefalt for bruk som byggesalter er fosfater, organiske nitrogenderivater, f.eks. natriumnitriltri-acetat og fosfonater,f .eks. ' natrium-etan-l-hydroksy-1,1-difosfon-ato Antakelig det beste, og absolutt det mest brukte byggesalt er natriumtripolyfosfat. A synthetic detergent for use as a heavy-duty detergent normally comprises a detergent-active substance and a building salt. Work has been done energetically to achieve successful building salts. Among the many compounds that have been recommended for use as building salts are phosphates, organic nitrogen derivatives, e.g. sodium nitrile tri-acetate and phosphonates, e.g. ' sodium ethane-1-hydroxy-1,1-diphosphono-ato Probably the best, and certainly the most widely used building salt is sodium tripolyphosphate.
I de senere år har det vært påtrykk fra statsledelsen i flere land for å utvikle byggesalter som ikke inneholder nitrogen eller fosfor, da det er mulig at nærvær av disse grunnstoffer i vaskemiddelholdig avløpsvann kan være en faktor i eutrofikasjons-problemer» Utviklingen av slike produkter har vært vanskelig, da det måtte finnes et produkt som var minst like effektivt som natriumtripolyfosfat. In recent years, there has been pressure from the government in several countries to develop building salts that do not contain nitrogen or phosphorus, as it is possible that the presence of these elements in detergent-containing waste water could be a factor in eutrophication problems" The development of such products has proved difficult, as a product had to be found that was at least as effective as sodium tripolyphosphate.
Det er oppdaget at et vannløselig salt av en dikarboksylsyre av den generelle formel It has been discovered that a water-soluble salt of a dicarboxylic acid of the general formula
R.CH.(COgH).CH2)n„C02H hvor n er 0 eller 1, og R er en primær eller sekundær, rettkjedet alkyl- eller alkenyl-gruppe med fra 10 til 20 karbonatomer, overraskende er et meget effektivt byggesalt for bruk i hardt vann. Et vannløselig salt av en syre som angitt ovenfor kalles i det følgende et dikarboksylsyresalt. Det er også funnet at et dikarboksylsyresalt virker som mykningsmiddel for tekstiler i hardt vann0 R.CH.(COgH).CH2)n„C02H where n is 0 or 1, and R is a primary or secondary, straight-chain alkyl or alkenyl group of from 10 to 20 carbon atoms, is surprisingly a very effective building salt for use in hard water. A water-soluble salt of an acid as stated above is hereinafter called a dicarboxylic acid salt. It has also been found that a dicarboxylic acid salt acts as a fabric softener in hard water0
Et dikarboksylsyresalt er et overflateaktivt stoff, men er ikke svært godt som vaskemiddel ved normale vasketemperaturer, ca. k0 - 55°c» saltene har høy Krafft-temperatur. Et syntetisk vaskemiddel i henhold til oppfinnelsen inneholder derfor så vel dikarboksylsyresaltet som et vaskeaktiyt stoff eller en blanding av vaskeaktive stoffer. I det følgende refereres det til dette ytterligere vaskeaktive stoff eller denne blanding av vaskeaktive stoffer som det vaskeaktive stoff, A dicarboxylic acid salt is a surfactant, but is not very good as a detergent at normal washing temperatures, approx. k0 - 55°c» the salts have a high Krafft temperature. A synthetic detergent according to the invention therefore contains both the dicarboxylic acid salt and a detergent-active substance or a mixture of detergent-active substances. In the following, this additional detergent active substance or this mixture of detergent active substances is referred to as the detergent active substance,
Vektforholdet mellom vaskeaktivt stoff og byggesalt i et produkt i henhold til oppfinnelsen vil normalt være mellom 211 og Itk, Dikarboksylsyresaltet kan brukes i blanding med andre byggesalter. Minst 20 vekt-% av byggesaltet vil bestå av dikarboksylsyresaltet o The weight ratio between detergent active substance and construction salt in a product according to the invention will normally be between 211 and Itk. The dicarboxylic acid salt can be used in a mixture with other construction salts. At least 20% by weight of the building salt will consist of the dicarboxylic acid salt etc
Produkter i henhold til oppfinnelsen kan være i hvilken som helst passende fysikalsk form, f.eks. flak, stenger, tablet-ter og forstøvningstørkete, forstøvningsavkjølte eller granulerte pulvere. I et pulver vil mengden av vaskeaktivt stoff i produktet normalt være mellom 5 og 50 vekt-#. Det vaskeaktive stoff kan væ-re ikke-ionisk, anionisk, amfotert eller zwitterionisk. Eksempler på disse er såpe, alkylfenoletylenoksyd-kondensater, alkylbenzen-sulfonater, alkyletersulfater og olefinsulfonater, d.v.s. produkter laget ved nøytralisasjon og hydrolyse av produkter fremstilt av sulfonerende olefiner, vanligvis med SO^/luft. Products according to the invention may be in any suitable physical form, e.g. flakes, bars, tablets and spray-dried, spray-cooled or granulated powders. In a powder, the amount of detergent active substance in the product will normally be between 5 and 50% by weight. The detergent active substance can be non-ionic, anionic, amphoteric or zwitterionic. Examples of these are soap, alkylphenol ethylene oxide condensates, alkylbenzene sulphonates, alkyl ether sulphates and olefin sulphonates, i.e. products made by neutralization and hydrolysis of products made from sulfonating olefins, usually with SO^/air.
Nærværet av dikarboksylsyresalteno i produktene i henhold til oppfinnelsen gjør produktene overraskende effektive ved pH-verdier som er så lave som 7»5» i sammenligning med produkter som er bygget med konvensjonelle byggere som f.eks. natriumtripolyfosfat. The presence of dicarboxylic acid salts in the products according to the invention makes the products surprisingly effective at pH values as low as 7"5" in comparison with products built with conventional builders such as e.g. sodium tripolyphosphate.
Produktet inneholder fortrinnsvis, i vekt, mer enn 20 <fo av dikarboksylsyresaltet og enda mer fortrinnsvis mer enn k0 % hvis en lav konsentrasjon av produktet brukes, eller hvis vannet er meget hardt. The product preferably contains, by weight, more than 20% of the dicarboxylic acid salt and even more preferably more than k0% if a low concentration of the product is used, or if the water is very hard.
Den tekstilmyknende effekt til produktene i henhold til oppfinnelsen er spesielt bemerkelsesverdig i produkter med regu-lert skumme-evne hvor det brukes et høyt tøy/vaskevæskeforhold og hvor det vaskeaktive stoff normalt er en blanding av et ikke-ionisk og et anionisk vaskeaktivt stoff, og i noen tilfeller såpe. The fabric softening effect of the products according to the invention is particularly noteworthy in products with regulated foaming ability where a high cloth/washing liquid ratio is used and where the detergent active substance is normally a mixture of a non-ionic and an anionic detergent agent, and in some cases soap.
Produktene kan inneholde vanlige andre bestanddeler som f.eks.' fluorescerende midler, anti-mattingsmidler, enzymer, germi-cider, blekemidler, f0eks0 natriumperborat og anti-gjenavsetnings-midler. The products may contain common other ingredients such as e.g. fluorescent agents, anti-matting agents, enzymes, germicides, bleaching agents, e.g. sodium perborate and anti-redeposition agents.
Dikarboksylsyresaltet kan være mettet eller kan inneholde en olefinisk binding. Eksempler omfatter saltene av n-dode-kan-1, 2-dikarboksylsyre, n-tetradekan-1, 2-dikarboksylsyre, n-pentadek-4-en-l, 2-dikarboksylsyre, n-heksadekan-1,2-dikarboksylsyre , heptadekan-1,2-dikarboksylsyre, n-oktadek-^-en-1,2-dikarboksylsyre , n-nonadek-4-en-l,2-dikarboksylsyre, n-kosan-1,2-dikarboksylsyre , n-dokosan-1,2-dikarboksylsyre, n-undekan-1,1-dikarboksylsyre, n-dodek-3-en-l,1-dikarboksylsyre, n-tridekan-1,1-dikarboksylsyre, n-tetradek-3-en-l,1-dikarboksylsyre, n-penta-dekan-1,1-dikarboksylsyre, n-heksadekan-1,1-dikarboksylsyre, n-heptadek-3-en-l,1-dikarboksylsyre, n-oktadek-3-en-l,1-dikarboksylsyre , n-nonadekan-1,1-dikarboksylsyre, n-kosan-1,1-dikarboksylsyre , og n-unkos-3-en-l,1-dikarboksylsyre. I den generelle formel kan R som forklart være en primær eller sekundær alkyl- eller alkenyl-gruppe. Således omfatter eksemplene saltene av 4-metyl(-l<*>o 1 *-dikarboksylsyre)-dekan, 5-etyl(-11,2<*>-dikarboksylsyre)-dekan, 5-metyl(-l<*>,1<»>-dikarboksy1syre)-undek-5-en, 6-etyl(-l<*>,2<*>-dikarboksylsyre)-undek-6-en, 3-etyl(-1 *,2 *-dikarboksylsyre)-dodek-3-en, 7-etyl(-l<*>,2<»->dikarboksylsyre)-tetradekan, 2-metyl(-l<*>,l<*->dikarboksylsyre)-tetradek-2-en, 6-etyl(-1<*>,2<!->dikarboksylsyre)-penta-dekan, 4-etyl(-l',2<«>-dikarboksylsyre)-heksadek-3-en, 7-metyl(-l<»>, 1 *-dikarboksylsyre)-heksadekan, 2-metyl(-1 *,1 *-dikarboksylsyre)-heptadek-2-en, 5-etyl(-l<«>,2<*>-dikarboksylsyre)oktadekan, 8-metyl ^•1* ,l-dikarboksylsyre)-nonadek-8-en, 9-metyl(-l( ,l»-dikarboksylsyre)kosan og 9-etyl(-l<*>, 2<*>-dikarboksylsyre)-kos-9-en. The dicarboxylic acid salt may be saturated or may contain an olefinic bond. Examples include the salts of n-dodecane-1,2-dicarboxylic acid, n-tetradecane-1,2-dicarboxylic acid, n-pentadec-4-ene-1,2-dicarboxylic acid, n-hexadecane-1,2-dicarboxylic acid, heptadecane-1,2-dicarboxylic acid, n-octadecane-^-ene-1,2-dicarboxylic acid, n-nonadecane-4-ene-1,2-dicarboxylic acid, n-cosane-1,2-dicarboxylic acid, n-docosane- 1,2-dicarboxylic acid, n-undecane-1,1-dicarboxylic acid, n-dodec-3-ene-l,1-dicarboxylic acid, n-tridecane-1,1-dicarboxylic acid, n-tetradec-3-en-l, 1-dicarboxylic acid, n-penta-decane-1,1-dicarboxylic acid, n-hexadecane-1,1-dicarboxylic acid, n-heptadec-3-ene-l,1-dicarboxylic acid, n-octadec-3-ene-l, 1-dicarboxylic acid, n-nonadecane-1,1-dicarboxylic acid, n-cosane-1,1-dicarboxylic acid, and n-uncos-3-ene-1,1-dicarboxylic acid. In the general formula, as explained, R can be a primary or secondary alkyl or alkenyl group. Thus, the examples include the salts of 4-methyl(-1<*>o 1 *-dicarboxylic acid)-decane, 5-ethyl(-11,2<*>-dicarboxylic acid)-decane, 5-methyl(-1<*>, 1<»>-dicarboxylic acid)-undec-5-ene, 6-ethyl(-1<*>,2<*>-dicarboxylic acid)-undec-6-ene, 3-ethyl(-1 *,2 *-dicarboxylic acid )-dodec-3-ene, 7-ethyl(-1<*>,2<»->dicarboxylic acid)-tetradecane, 2-methyl(-1<*>,1<*->dicarboxylic acid)-tetradec-2- one, 6-ethyl(-1<*>,2<!->dicarboxylic acid)-penta-decane, 4-ethyl(-1',2<«>-dicarboxylic acid)-hexadec-3-ene, 7-methyl( -l<»>, 1 *-dicarboxylic acid)-hexadecane, 2-methyl(-1 *,1 *-dicarboxylic acid)-heptadec-2-ene, 5-ethyl (-l<«>,2<*>-dicarboxylic acid )octadecane, 8-methyl ^•1* ,l-dicarboxylic acid)-nonadec-8-ene, 9-methyl(-l( ,l»-dicarboxylic acid)cosane and 9-ethyl(-l<*>, 2<* >-dicarboxylic acid)-cos-9-ene.
Det bemerkes at alken-dikarboksylsyrer kan omdannes til de tilsvarende alkan-dikarboksylsyrer, f.eks. ved hydrogenering. It is noted that alkene dicarboxylic acids can be converted to the corresponding alkane dicarboxylic acids, e.g. by hydrogenation.
R i ovennevnte generelle formel inneholder fortrinnsvis fra 12 til 16 karbonatomer. Det vil verdsettes at produkter som inneholder dikarboksylsyresalter med et område av kjedelengder, som er lett oppnåelige i handelen, er innen oppfinnelsens ramme. Det vil også verdsettes at blandinger av forskjellige alkyl- og alkenyl-dikarboksylsyresalter kan brukes. R in the above general formula preferably contains from 12 to 16 carbon atoms. It will be appreciated that products containing dicarboxylic acid salts with a range of chain lengths, which are readily available commercially, are within the scope of the invention. It will also be appreciated that mixtures of various alkyl and alkenyl dicarboxylic acid salts can be used.
Standardmetoder for fremstilling av egnete dikarboksylsyrer omfatter kondenseringen av et rettkjedet olefin med maleinsyre, som fører til alken-1,2-dikarboksylsyre, eller med malon-syre, som gir en alkan-1,1-dikarboksylsyre. Alkan- og alken-1,1-dikarboksylsyrer kan fremstilles ved standard malonsyreester-synteaer. Standard methods for the preparation of suitable dicarboxylic acids include the condensation of a straight-chain olefin with maleic acid, which leads to alkene-1,2-dicarboxylic acid, or with malonic acid, which gives an alkane-1,1-dicarboxylic acid. Alkane and alkene-1,1-dicarboxylic acids can be prepared by standard malonic ester syntheses.
Som omtalt ovenfor kan alken-1,2-dikarboksylsyrer fremstilles ved kondensering av olefiner med maleinsyre. Maleinsyren er gjerne i form av sitt anhydrid. Det oppnådde produkt består av en blanding av alken-1,2-dikarboksylsyrepolymer og olefin. As discussed above, alkene-1,2-dicarboxylic acids can be prepared by condensation of olefins with maleic acid. Maleic acid is usually in the form of its anhydride. The product obtained consists of a mixture of alkene-1,2-dicarboxylic acid polymer and olefin.
Det er funnet at produktet, etter at olefinene er fjernet, fra kondenseringen av et internt olefin og maleinsyre er en overraskende god bygger. Dette kommer sannsynligvis enten av at mengden av polymer er overraskende redusert eller av at polymeren overraskende til noen grad selv er en bygger. Olefinene kan fjern-es ved vakuum- eller vanndamp-destillasjon eller ved ekstraksjon. It has been found that the product, after the olefins have been removed, from the condensation of an internal olefin and maleic acid is a surprisingly good builder. This probably comes either from the fact that the amount of polymer is surprisingly reduced or from the fact that the polymer is surprisingly to some extent itself a builder. The olefins can be removed by vacuum or steam distillation or by extraction.
Interne olefiner er oppnåelige fra mange kilder. Ek-sempelvis kan parafiner dehydrogeneres, kloreres og deretter de-hydrokloreres for å gi blandinger av interne olefiner. Kortkjedete alfa-olefiner kan disproporsjoneres og gi langkjedete interne olefiner og etylen, og alfa-olefiner kan randomiseres ved bruk av katalytiske teknikker. Internal olefins are obtainable from many sources. For example, paraffins can be dehydrogenated, chlorinated and then dehydrochlorinated to give mixtures of internal olefins. Short-chain alpha-olefins can be disproportionated to give long-chain internal olefins and ethylene, and alpha-olefins can be randomized using catalytic techniques.
Produktet fra dehydrogeneringen av et parafin består av en blanding av interne olefiner og parafinet. Denne blanding kan fordelaktig brukes i kondenseringen med maleinsyre, og det inerte parafin kan resirkulere til dehydrogeneringstrinnet. The product from the dehydrogenation of a paraffin consists of a mixture of internal olefins and the paraffin. This mixture can advantageously be used in the condensation with maleic acid, and the inert paraffin can be recycled to the dehydrogenation step.
Oppfinnelsen skal i det følgende belyses ved hjelp av eksempler. In the following, the invention will be illustrated by means of examples.
EKSEMPEL 1 EXAMPLE 1
Skiver med 2 cm diameter av avlimet cambric tilsmusset med et radioaktivt syntetisk sebum hvor den merkede komponent var palmetinsyre -1-C^, ble brukt som prøve tøy stykker i vaskeforsøk-ene. Smusset ble avsatt på skivene i en mengde av 1,5 vekt-$> ved fordampning av 0,03 cm av en 1,5 % løsning av det syntetiske sebum i benzen. Skivene ble vasket ved 45°C - 0,5°C i 10 minutter i vann av 25° fransk hardhet ved pH 10, mens agiteringen var 70 cykler pr. minutt. Hvert resultat i tabell I representerer et gjennomsnitt av 4 vaskinger utført med 4 skiver under de samme forsøksvaskebetingelser. Det vaskeaktive stoff som ble brukt, var natriumdodecylbenzensulfonat (DOBS-55), 0,1 % (vekt/volum). Discs with a diameter of 2 cm of unglued cambric soiled with a radioactive synthetic sebum where the labeled component was palmitic acid -1-C^, were used as test pieces of cloth in the washing trials. The dirt was deposited on the disks in an amount of 1.5 wt.-$> by evaporation of 0.03 cm of a 1.5% solution of the synthetic sebum in benzene. The disks were washed at 45°C - 0.5°C for 10 minutes in water of 25° French hardness at pH 10, while the agitation was 70 cycles per minute. Each result in Table I represents an average of 4 washes performed with 4 discs under the same test wash conditions. The detergent used was sodium dodecylbenzene sulphonate (DOBS-55), 0.1% (w/v).
Vaske-effektiviteten ble bedømt ved telling av aktivi-teten på hver skive (1 minutt på hver side) med et Geiger-Miiller-rør, før og etter vasking. Etter å ha korrigert hver telling med hensyn på bakgrunnsstråling og paralysetid ble det tatt et gjennomsnitt av begge sider slik at man fikk korrigerte tellinger, A^Washing efficiency was assessed by counting the activity on each slice (1 minute on each side) with a Geiger-Miiller tube, before and after washing. After correcting each count for background radiation and paralysis time, both sides were averaged to obtain corrected counts, A^
(før vask) og A (etter vask). Vaske-effektiviteten ble så beregnet ved hjelp av følgende ligning: (before washing) and A (after washing). The washing efficiency was then calculated using the following equation:
Disse vaske-effektivitetresultater indikerer at et område av dikarboksylater i overensstemmelse med oppfinnelsen er effektive vaskeevnebyggere og generelt mer effektive enn natriumtripolyfosfat. These wash efficiency results indicate that a range of dicarboxylates in accordance with the invention are effective detergency builders and generally more effective than sodium tripolyphosphate.
EKSEMPEL 2 EXAMPLE 2
Tabell II gjengir resultater som ble oppnådd fra en an-nen forsøksserie hvor forsøksbetingelsene fra eksempel 1 ble brukt med unntakelse av at vasketemperaturen var 60°C og at tøystykket var tilsmusset med et kunstig smuss som inneholdt syntetisk sebum og farvet, partikkelformig stoff. Vaske-effektiviteten ble beregnet fra refleksjonsmålinger som ble utført før og etter vask. Table II reproduces results obtained from another test series where the test conditions from example 1 were used with the exception that the washing temperature was 60°C and that the piece of cloth was soiled with an artificial dirt containing synthetic sebum and colored particulate matter. The washing efficiency was calculated from reflectance measurements carried out before and after washing.
Disse resultater indikerer at et ytterligere område av dikarboksylater i henhold til oppfinnelsen er effektive vaskeevnebyggere, og at et dikarboksylat som ikke har noen lang karbon-kjede festet til seg (dvs. dinatriumsuksinatet) er ineffektivt som vaskeevnebygger. These results indicate that a further range of dicarboxylates according to the invention are effective detergency builders, and that a dicarboxylate that has no long carbon chain attached to it (ie disodium succinate) is ineffective as a detergency builder.
EKSEMPEL 3 EXAMPLE 3
Tabell III gjengir resultater som ble oppnådd fra en ytterligere forsøksserie ved bruk av forsøksbetingelsene fra eksempel 1. Table III reproduces results obtained from a further series of experiments using the experimental conditions of Example 1.
Disse resultater, indikerer at med unntakelse av de lave produktkonsentrasjoner er de organiske vaskeevnebyggere i henhold til oppfinnelsen mer effektive enn kjente uorganiske vaskeevnebyggere så som natriumtripolyfosfat og natriumkarbonat. These results indicate that, with the exception of the low product concentrations, the organic detergency builders according to the invention are more effective than known inorganic detergency builders such as sodium tripolyphosphate and sodium carbonate.
EKSEMPEL 4 EXAMPLE 4
Fire vaskemiddelblandinger ble fremstilt med følgende sammensetning: . Four detergent mixtures were prepared with the following composition: .
Blandingene ble brukt i 0,2 % (vekt/volum) og 0,4 % for vasking av normalt tilsmusset tøy i vann med 24°H. Tilsmus-sete delartikler ble brukt. Resultater av sammenlignbare forsøk The mixtures were used in 0.2% (weight/volume) and 0.4% for washing normally soiled laundry in water at 24°H. Tilsmus seat parts were used. Results of comparable trials
er vist i tabell IV. is shown in Table IV.
I A og B var det aktive stoff natriumdodecylbenzensulfonat. In A and B the active substance was sodium dodecylbenzene sulphonate.
I C og D var det aktive stoff natrium-lauryletersul-fat med 1 EO, d.v.s. det sulfonerte produkt av kondensjonspro-duktet av laurylalkohol og et mol etylenoksyd. In C and D, the active substance was sodium lauryl ether sulfate with 1 EO, i.e. the sulfonated product of the condensation product of lauryl alcohol and one mole of ethylene oxide.
I A og C var byggeren dinatrium-oktadek-4-en 1,2-dikarboksylat. In A and C, the builder was disodium octadec-4-ene 1,2-dicarboxylate.
I B og D var byggeren natriumtripolyfosfat. In B and D, the builder was sodium tripolyphosphate.
Disse resultater viser at vaskemiddelblandingene som inneholder vaskeevnebyggere i henhold til oppfinnelsen (blandinger A og C) vasker tekstilartikler minst like godt som konvensjonelle vaskemiddelblandinger som inneholder natriumtripolyfosfat. These results show that the detergent mixtures containing detergent builders according to the invention (mixtures A and C) wash textile articles at least as well as conventional detergent mixtures containing sodium tripolyphosphate.
EKSEMPEL 5 EXAMPLE 5
Mykningseffekten av en lavtskummende blanding med ikke-ionisk, anionisk og såpe, bygget med natriumtripolyfosfat, ble sammenlignet med blandingen som inneholdt 6 vekt-% dinatrium-heksadekan-1,2-dikarboksylat. Frottestoff-prøvestykker ble vasket ved bruk av disse blandinger i en vaskemaskin. Tabell V gjengir de oppnådde resultater. The emollient effect of a low-foaming mixture of nonionic, anionic and soap, built with sodium tripolyphosphate, was compared with the mixture containing 6% by weight of disodium hexadecane-1,2-dicarboxylate. Terry cloth samples were washed using these mixtures in a washing machine. Table V reproduces the results obtained.
Disse resultater indikerer at en meget betydelig mykningseffekt ble gitt testblandingen ved innarbeidelse av di-karboksylatet i henhold til oppfinnelsen. These results indicate that a very significant softening effect was given to the test mixture by incorporating the dicarboxylate according to the invention.
EKSEMPEL 6 EXAMPLE 6
Vaske-effektiviteten til tre produkter, A, B og C, som inneholdt henholdsvis 50%, 25% og 0% dinatrium-n-oktadekan-4-en-1:2-dikarboksylat, ble sammenlignet i vann med 18°H ved 55°C. Sammensetningene i vekt-% for produktene er gjengitt i tabell VI. The washing efficiency of three products, A, B and C, containing 50%, 25% and 0% disodium n-octadecane-4-ene-1:2-dicarboxylate respectively, were compared in water at 18°H at 55 °C. The compositions in % by weight for the products are reproduced in table VI.
De målte vaske-effekter for fjerningen av radioaktivt syntetisk sebum fra "dacron"/bomull og cambric ved forskjellige produktkonsentrasjoner er gjengitt i henholdsvis tabell VII og VIII. Vaske-evnene ble målt som beskrevet i eksempel 1. The measured washing effects for the removal of radioactive synthetic sebum from "dacron"/cotton and cambric at different product concentrations are reproduced in Tables VII and VIII, respectively. The washing capabilities were measured as described in example 1.
Disse resultater indikerer den betydelige forbedring i vaskeevne som er assosiert med bruken av et dikarboksylat i henhold til oppfinnelsen i en vaskemiddelblanding. These results indicate the significant improvement in detergency associated with the use of a dicarboxylate according to the invention in a detergent composition.
EKSEMPEL 7 EXAMPLE 7
Produktenes oppførsel som inneholdt, i vekt, 35 % di-natrium-n-oktadek-4-en-dikarboksylat (DOD) og 20 % av forskjellige vaskeaktive stoffer, ble sammenlignet med produkter som inneholdt 35 % natriumtripolyfosfat (STP) istedet for dinatrium-n-oktadek-4-en-dikarboksylat. Sammensetningen av produktene er gjengitt i tabell IX. The behavior of products containing, by weight, 35% di-sodium n-octadec-4-ene-dicarboxylate (DOD) and 20% of various detergent active substances was compared with products containing 35% sodium tripolyphosphate (STP) instead of disodium n-octadec-4-ene dicarboxylate. The composition of the products is shown in Table IX.
Resultatene i ovenstående tabell indikerer at de fleste produktkonsentrasjoner og med et vidt område av forskjellige typer av vaskeaktive stoffer er et dikarboksylat i henhold til oppfinnelsen like effektivt som vaskeevnebygger som det konvensjonelle natriumtripolyfosfat. The results in the above table indicate that at most product concentrations and with a wide range of different types of washing active substances, a dicarboxylate according to the invention is as effective as a detergent builder as the conventional sodium tripolyphosphate.
EKSEMPEL 8 EXAMPLE 8
Vaske-effektiviteten til tre produkter ble sammenlignet ved hjelp av den metode som er gjengitt i eksempel 1. Hvert produkt inneholdt 20 % natriumdodecylbenzensulfonat. Produkt A inneholdt 35 % dinatrium-n-oktadec-4-en-l,2-dikarboksylat. Produkt B 35 % av dinatriumsaltet av kondensasjonsproduktet av randomisert heksadec-l-en og maleinsyreanhydrid som var befridd for maleinsyre og olefin, og produkt C 35 % av dinatriumsaltet av kondensasjonsproduktet av randomisert heksadec-l-en og maleinsyreanhydrid, hvor olefin var fjernet. The washing efficiency of three products was compared using the method set forth in Example 1. Each product contained 20% sodium dodecylbenzene sulfonate. Product A contained 35% disodium n-octadec-4-ene-1,2-dicarboxylate. Product B 35% of the disodium salt of the condensation product of randomized hexadec-1-ene and maleic anhydride which was freed of maleic acid and olefin, and product C 35% of the disodium salt of the condensation product of randomized hexadec-1-ene and maleic anhydride, where the olefin had been removed.
Resultatene er gjengitt i tabell XI. The results are reproduced in table XI.
Dette eksempel viser at dikarboksylater i overensstemmelse med oppfinnelsen, hva enten de er fremstilt av lokalt interne olefiner eller randomiserte olefiner, er like effektive som vaskeevnebyggere. This example shows that dicarboxylates in accordance with the invention, whether they are prepared from locally internal olefins or randomized olefins, are equally effective as detergency builders.
EKSEMPEL 9 EXAMPLE 9
Byggevirkningen av dinatrium-n-oktadekan-1,1-dikarboksylat ble undersøkt ved den metode som er gjengitt i eksempel 1. Resultatene er gjengitt i tabell XII. The building effect of disodium n-octadecane-1,1-dicarboxylate was examined by the method given in Example 1. The results are given in Table XII.
Dette eksempel indikerer at et 1,1-dikarboksylat i henhold til oppfinnelsen også er en effektiv vaskeevnebygger. This example indicates that a 1,1-dicarboxylate according to the invention is also an effective detergency builder.
EKSEMPEL 10 EXAMPLE 10
( Sammenligninqseksempel) (comparison example)
Det ble utført sammenligningstester med dikarboksyl- Comparison tests were carried out with dicarboxyl-
syrer i henhold til US-PS 2 283 214 og i henhold' til oppfinnelsen, acids according to US-PS 2,283,214 and according to the invention,
og disse tester viser tydelig at dikarboksylsyrer er utmerkede byggere mens dikarboksylsyrene i henhold til patentet ikke er det. Forskjellen mellom forbindelsene er at forbindelsene i henhold til patentet er forgrenede, mens de forbindelser som søkeren anvender, and these tests clearly show that dicarboxylic acids are excellent builders while the dicarboxylic acids according to the patent are not. The difference between the compounds is that the compounds according to the patent are branched, while the compounds used by the applicant,
er rettkjedede alkyl- eller alkenyldikarboksylsyrer. are straight chain alkyl or alkenyl dicarboxylic acids.
For å understreke denne forskjell har søkeren syntetisert diverse forgrenede dikarboksylsyrer og har sammenlignet vaskeevne-byggeegenskapene til disse materialer med analoge rettkjedede vaskeevnebyggere i henhold til oppfinnelsen. De eksperimentelle resultater som ble oppnådd, er sammenstilt nedenfor. In order to emphasize this difference, the applicant has synthesized various branched dicarboxylic acids and has compared the detergency building properties of these materials with analogous straight-chain detergency builders according to the invention. The experimental results obtained are compiled below.
Følgende dikarboksylsyrer (i form av natriumsalter) ble syntetisert under anvendelse av kjente kjemiske fremgangsmåter: The following dicarboxylic acids (in the form of sodium salts) were synthesized using known chemical methods:
Det vil forstås at syrene 1 og 2 er i overensstemmelse med oppfinnelsen, mens de andre ikke er det It will be understood that acids 1 and 2 are in accordance with the invention, while the others are not
De vaskeevnebyggende egenskaper til disse forbindelser under forskjellige betingelser med hensyn til vannhårdhet og vaske-temperatur ble bestemt under anvendelse av den vaskeprosess og radiokjemiske metode som er beskrevet i eksempel 1, under anvendelse av en vaskeløsning som inneholdt 0,15 vekt% av vaskeevnebyggeren og 0,05 vekt% vaskeaktivt middel. Et natrium-C-^_^-alkylbenzensulfonat ble anvendt som det vaskeaktive middel, idet dette var et hyppig brukt materiale i konvensjonelle vaskemiddelblandinger. Natriumtripolyfosfat ble også testet for å gi en "standard" vaskeevne i for-hold til hvilken de andre forbindelser kunne vurderes. The detergency building properties of these compounds under different conditions with regard to water hardness and washing temperature were determined using the washing process and radiochemical method described in Example 1, using a washing solution containing 0.15% by weight of the detergency builder and 0 .05% by weight detergent active agent. A sodium C-^_^-alkylbenzene sulfonate was used as the detergent active agent, this being a frequently used material in conventional detergent compositions. Sodium tripolyphosphate was also tested to provide a "standard" detergency against which the other compounds could be evaluated.
Test A Test A
Syrene 1, 3, 4, 5 og 6 ble testet ved 25°C i vann av 12,5° og 25° hårdhet (bare Ca<++>). Tabell XIII gjengir de oppnådde resultater. Acids 1, 3, 4, 5 and 6 were tested at 25°C in water of 12.5° and 25° hardness (only Ca<++>). Table XIII reproduces the results obtained.
Test B Test B
Syrene 1, 2, 3 og 5 ble likeledes testet ved 50°c under anvendelse av vann med 25°H. Tabell XIV gjengir de oppnådde resultater . Acids 1, 2, 3 and 5 were also tested at 50°C using water at 25°H. Table XIV reproduces the results obtained.
Test C Test C
Syrene 1, 7, 8, 9 og natriumtripolyfosfat (NTP) ble likeledes testet ved 50°C under anvendelse av vann av 25°H. De oppnådde resultater er angitt i tabell XV. The acids 1, 7, 8, 9 and sodium tripolyphosphate (NTP) were also tested at 50°C using water of 25°H. The results obtained are set out in Table XV.
Forutsatt at natriumtripolyfosfat gir en akseptabel "standard" vaskeevne, er søkerens dikarboksylsyrers overlegenhet som vaskeevnebyggere umiddelbart innlysende. Assuming that sodium tripolyphosphate provides an acceptable "standard" detergency, the superiority of applicant's dicarboxylic acids as detergency builders is immediately obvious.
Ovenstående resultater angir tydelig at de høyforgrenede dikarboksylsyrer som er omtalt i US-PS 2.283.214 som effektive vaskeaktive midler, gir relativt dårlige vaskemiddelblandinger selv når de kombineres med kjente vaskeaktive midler. The above results clearly indicate that the highly branched dicarboxylic acids which are discussed in US-PS 2,283,214 as effective detergents, give relatively poor detergent mixtures even when combined with known detergents.
Disse data viser at forbindelsene som anvendes i henhold til oppfinnelsen, viser en uventet, fordelaktig effekt som byggere. These data show that the compounds used according to the invention show an unexpected beneficial effect as builders.
Claims (2)
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3796168A GB1293753A (en) | 1968-08-08 | 1968-08-08 | Detergent composition |
AT1093669A AT292897B (en) | 1968-08-08 | 1969-11-24 | Detergent composition |
NL6918055A NL162959C (en) | 1968-08-08 | 1969-12-02 | PROCESS FOR PREPARING A SOLID DETERGENT. |
BE742602 | 1969-12-03 | ||
LU59949 | 1969-12-04 |
Publications (2)
Publication Number | Publication Date |
---|---|
NO131645B true NO131645B (en) | 1975-03-24 |
NO131645C NO131645C (en) | 1975-07-02 |
Family
ID=27506513
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO320569A NO131645C (en) | 1968-08-08 | 1969-08-05 |
Country Status (12)
Country | Link |
---|---|
AT (1) | AT292897B (en) |
BE (1) | BE742602A (en) |
CH (1) | CH518355A (en) |
DE (1) | DE1939973C3 (en) |
DK (1) | DK130417A (en) |
FI (1) | FI51364C (en) |
FR (1) | FR2015305A1 (en) |
GB (1) | GB1293753A (en) |
LU (1) | LU59949A1 (en) |
NL (1) | NL162959C (en) |
NO (1) | NO131645C (en) |
SE (1) | SE345285B (en) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA919053A (en) * | 1970-02-02 | 1973-01-16 | J. Wilde Raymond | Detergent compositions |
GB1528171A (en) * | 1975-01-06 | 1978-10-11 | Diamond Shamrock Europ | Foaming hard surface cleaner formulations |
GB1538607A (en) | 1976-11-26 | 1979-01-24 | Unilever Ltd | Process for manufacture of detergent powders |
JPS5850679B2 (en) * | 1979-04-20 | 1983-11-11 | 花王株式会社 | cleaning composition |
DE2915948A1 (en) * | 1979-04-20 | 1980-11-06 | Henkel Kgaa | USE OF ALKYLENBERSTEINSEUR DERIVATIVES FOR THE SOLUBILIZATION OF PERFUME OILS IN SOLUTIONS WITH A HIGH ELECTROLYTE CONTENT |
HU184618B (en) * | 1979-10-26 | 1984-09-28 | Chinoin Gyogyszer Es Vegyeszet | Surface active materials containing carboxyl group stable in hard water |
NZ201211A (en) * | 1981-07-15 | 1985-08-16 | Unilever Plc | Detergent additives and compositions |
US4529525A (en) * | 1982-08-30 | 1985-07-16 | Colgate-Palmolive Co. | Stabilized enzyme-containing detergent compositions |
JPS59144695A (en) * | 1983-02-07 | 1984-08-18 | 三菱石油株式会社 | Papermaking size agent |
ATE69260T1 (en) | 1986-03-31 | 1991-11-15 | Procter & Gamble | LIQUID DETERGENTS CONTAINING AN ANIONIC SURFACE ACTIVE AGENT, A Succinic Acid Builder SALT AND A FATTY ACID. |
US4941925A (en) * | 1988-02-26 | 1990-07-17 | Nalco Chemical Company | Cleaner for high pressure cleaning of ferrous and non-ferrous material |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1384834A (en) * | 1963-11-29 | 1965-01-08 | Inst Textile De France | New soap composition especially for washing textiles |
-
0
- DK DK130417D patent/DK130417A/da unknown
-
1968
- 1968-08-08 GB GB3796168A patent/GB1293753A/en not_active Expired
-
1969
- 1969-08-05 NO NO320569A patent/NO131645C/no unknown
- 1969-08-06 DE DE19691939973 patent/DE1939973C3/en not_active Expired
- 1969-08-07 FR FR6927240A patent/FR2015305A1/fr not_active Withdrawn
- 1969-08-07 CH CH1199769A patent/CH518355A/en not_active IP Right Cessation
- 1969-08-08 FI FI232969A patent/FI51364C/en active
- 1969-08-08 SE SE1108369A patent/SE345285B/xx unknown
- 1969-11-24 AT AT1093669A patent/AT292897B/en not_active IP Right Cessation
- 1969-12-02 NL NL6918055A patent/NL162959C/en not_active IP Right Cessation
- 1969-12-03 BE BE742602D patent/BE742602A/xx unknown
- 1969-12-04 LU LU59949D patent/LU59949A1/xx unknown
Also Published As
Publication number | Publication date |
---|---|
DE1939973C3 (en) | 1978-03-23 |
SE345285B (en) | 1972-05-23 |
GB1293753A (en) | 1972-10-25 |
BE742602A (en) | 1970-06-03 |
DE1939973B2 (en) | 1977-07-21 |
NL6918055A (en) | 1971-06-04 |
NL162959C (en) | 1980-07-15 |
DK130417A (en) | |
DE1939973A1 (en) | 1970-02-12 |
CH518355A (en) | 1972-01-31 |
FI51364B (en) | 1976-08-31 |
FI51364C (en) | 1976-12-10 |
FR2015305A1 (en) | 1970-04-24 |
NO131645C (en) | 1975-07-02 |
LU59949A1 (en) | 1970-06-04 |
AT292897B (en) | 1971-09-10 |
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