SE190884C1 - - Google Patents

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SE190884C1
SE190884C1 SE190884DA SE190884C1 SE 190884 C1 SE190884 C1 SE 190884C1 SE 190884D A SE190884D A SE 190884DA SE 190884 C1 SE190884 C1 SE 190884C1
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fabric
alkyl
carbon atoms
imidazoline derivative
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Uppfinnare: A T Guttmann, J C Sherrill och W M Linfield Prioritet begiird !rein den januari 1961 (USA) Foreliggande Uppfinning avser ett satt att samtidigt tvatta och behandla tyger, sa att de efter torkning fa ett mjukt och luftigt utseende. Inventors: A T Guttmann, J C Sherrill and W M Linfield Priority Beginned January 1961 (USA) The present invention relates to a method of simultaneously washing and treating fabrics, so that after drying they have a soft and airy appearance.

Tygmjukgorande medel aro valkanda och anvandas allinant i hem och Mom industrien for att gora tvattade kladesplagg, handdukar och andra textilforemal mjuka och luftiga. Sh.clana mjukgoringsmedel aro till naturen katjoniska och inkompatibla med de anjoniska detergenter, som vanligtvis anvandas yid tvdttning ay textilier. Foljden ãr den, att de katjoniska mjukgoringsmedlen maste tillfOras tygerna efter istallet for under en tvattningsprocedur. Vid anvdndande av automatiska tvattmaskiner innebdr detta, att man antingen maste tillsatta tygmjukgoringsmedlet vid bOrjan av den reguljara skoljningsoperationen eller maste tillgripa en extra skoljnings- och mjukgoringsprocedur. I hada fallen ãr det tydligt, att fordelarna med anvandandet av ett konventionellt tygmjukgoringsmedel ernas endast pa bekostnad av bekvamlighet och tid. Fabric softeners are popular and are used exclusively in the home and mom industry to make washed clothes, towels and other textile items soft and airy. Sh.clana plasticizers are by nature cationic and incompatible with the anionic detergents commonly used in washing fabrics. The consequence is that the cationic plasticizers must be supplied to the fabrics after the process during a washing procedure. When using automatic washing machines, this means that one must either add the fabric softener at the beginning of the regular rinsing operation or must resort to an extra rinsing and softening procedure. In all cases, it is clear that the benefits of using a conventional fabric softener are only at the expense of convenience and time.

Ett viktigt andamal med foreliggande uppfinning är att dstadkomma ett sat, varigenom de ovannamnda nackdelarna vid den vanliga tygmjukgoringstekniken undvikas. Narmare bestamt Or det ett andamal att astadkomma ett aft, vid vilket tyger behandlas med ett tygmjukgoringsmedel samtidigt som dessa tyger tvattas med en bruklig detergent. Andra andamal framga ay folj ande beskrivning. An important object of the present invention is to provide a set, whereby the above-mentioned disadvantages of the usual fabric softening technique are avoided. More specifically, it is an object to provide an af, in which fabrics are treated with a fabric softener while these fabrics are washed with a conventional detergent. Other aspects appear in the following description.

En aspekt av uppfinningen ligger i upptackten av att vissa sulfaterade imidazoliner aro synnerligen effektiva som textilmjukgbringsmedel och att de pa grund av sin amfotera natur aro kompatibla med brukliga anjoniska detergenter och kalktvalsdispergatorer samt kunna tillsattas direkt till det for en tvattningsprocedur avsedda vattnet tillsammans med detergenten. Vidare har net visat sig, att dessa amfotera tygmjukgilrande material sjalva Oro verksamma som detergenter, dispergatorer och bakteriostatiska medel. One aspect of the invention lies in the discovery that certain sulphated imidazolines are extremely effective as fabric softeners and that, due to their amphoteric nature, they are compatible with conventional anionic detergents and lime roll dispersants and can be added directly to the water for a washing procedure together with the detergent. Furthermore, it has been found that these amphoteric fabric softening materials themselves act as detergents, dispersants and bacteriostatic agents.

De sulfaterade imidazolin-derivaten ha foljande allmOnna formel: CI-12—CH2 /R2 N IN, \ 2 /0 `Ft 3-0SO 38 I denna formel betecknar R, en alkylkedja av en storlek, som beror pa den vid beredningen av imidazolinen som utgangsmaterial anvanda lettsyran och som i allmanhet genomsnittligt uppgar till 9-19 kolatomer. R2 kan beteckna en vateatom eller en alkyl- eller hydroxialkylgrupp med en ldngd mellan 1 och 4 kolatomer, och R2 Or en normal eller grenad alkylengrupp sasom —(CH2)xmed en langd mellan 1 och 4 kolatomer. Kvavet i ringens 1-stallning kan salunda vara antingen tertiart eller kvartart. DO R, betecknar en vateatom (tertiart kvave), kan det sulfaterade imidazolinderivatet, 1-(2-alkyl)imidazolin-etylsulfat, existera i form ay en amfojon, sasom antytt i ovanstaende formel, eller som ett metallsalt, t. ex. natriumsalt: CH,—CH, N 1N—Y12-0S0 3Na ‘ 2 / DO R, betecknar en organisk radikal, kan foreningen, 1-(1,2-dialkyl)imidazolinium-alkylsulfat existera endast sasom amfojon eller inre salt. The sulphated imidazoline derivatives have the following general formula: CI-12-CH 2 / R 2 N IN, 2/0 Ft 3 -OSO 38 In this formula, R represents an alkyl chain of a size which depends on it in the preparation of the imidazoline as starting material use the light acid and which generally averages 9-19 carbon atoms. R 2 may represent a hydrogen atom or an alkyl or hydroxyalkyl group having a length between 1 and 4 carbon atoms, and R 2 Or a normal or branched alkylene group such as - (CH 2) x having a length between 1 and 4 carbon atoms. The suffocation in the ring's 1-position can thus be either tertiary or quarter-quarter. DO R, denotes a hydrogen atom (tertiary nitrogen), the sulphated imidazoline derivative, 1- (2-alkyl) imidazoline-ethyl sulphate, may exist in the form of an amphoion, as indicated in the above formula, or as a metal salt, e.g. sodium salt: CH, -CH, N 1N-Y12-0SO 3Na ‘2 / DO R, denotes an organic radical, the compound, 1- (1,2-dialkyl) imidazolinium alkyl sulfate may exist only as amphoion or inner salt.

De beslaktade imidazoliner, av vilka de amfotera tygmjukgoringsmedlen framstallas, kunna syn- 2— — tetiseras genom at rata en polyamin, t. ex. aminoetyletanolamin, reagera med triglyeerider eller med fria fettsyror. Laurin-, palmitin-, stearin-, koksolje- och talgfettsyror kunna anvandas. De resulterande imidazolinerna kunna darefter omvandlas till de amfotera derivatema genom sulfatering med ett lampligt medel, sasom svavelsyra eller klorsulfonsyra, varvid man erhaller ett amfotert Mune med en tertiar kvaveatom. Alternativt kan imidazolinen forst kvaterneras genom en behandling med ett kvaterneringsmedel, sasom dimetylsulfat, fOljd av sulfatering med svavelsyra eller klorsulfonsyra, varvid man erhaller ett amfotert amne med en kvartar kvaveatom. The coated imidazolines from which the amphoteric fabric softeners are prepared can be synthesized by digesting a polyamine, e.g. aminoethylethanolamine, react with triglycerides or with free fatty acids. Lauric, palmitic, stearic, coke oil and tallow fatty acids can be used. The resulting imidazolines can then be converted to the amphoteric derivatives by sulphation with a suitable agent such as sulfuric acid or chlorosulfonic acid to give an amphoteric Mune having a tertiary nitrogen atom. Alternatively, the imidazoline may first be quaternized by treatment with a quaternizing agent such as dimethyl sulphate followed by sulphation with sulfuric acid or chlorosulfonic acid to give an amphoteric substance having a quaternary quaternary atom.

De sulfaterade imidazolin-derivaten aro kompatibla och kunna anvandas tillsammans med hogeffektiva detergenter i samma steg av tvattningsproceduren for att forlana det tvattade tyget ett mjukt grepp. Aven om koncentrationen av den amfotera foreningen i allmanhet Mir ligga Mom omradet 0,05-0,5 %, har det visat sig, att nivan ftir tygmjukgoring beror icke sa mycket pa koncentrationen av amnet i losningen som pa mangden av for tyget tillganglig aktiv komponent. Detta framgar av det faktum, att tyger, som behandlats vid en losningskoncentration av 0,1 % sulfaterad kvaternerad imidazolin i en 38 liters tvattmaskin, bedomdes ha samma mjukhet som tyger behandlade i en 68 liters tvattmaskin vid en losningskoncentration av 0,5 %, varvid samma tvattmangd anvandes i bada fallen. Raknat pa den anvanda tvattvikten har det visat sig, att mangden aktivt material Mr ligga mom omradet 0,1-0,5 %. Optimala omradet synes ligga vid 0,1-0,2 % aktivt amne raknat pa tvattvikten, aven om hOgre pro centtal kunna vara Onskvarda, da en forlangd skoliningsprocedur foljer pa anvandandet av det amfotera amnet. The sulfated imidazoline derivatives are compatible and can be used with highly effective detergents in the same step of the washing procedure to give the washed fabric a soft grip. Although the concentration of the amphoteric compound in general is in the range of 0.05-0.5%, it has been found that the level of fabric softening does not depend so much on the concentration of the substance in the solution as on the amount of active ingredient available to the fabric. . This is evident from the fact that fabrics treated at a release concentration of 0.1% sulphated quaternized imidazoline in a 38 liter washing machine were judged to have the same softness as fabrics treated in a 68 liter washing machine at a release concentration of 0.5%, the same amount of wash was used in both cases. Based on the water weight used, it has been found that the amount of active material Mr. is in the range of 0.1-0.5%. The optimal range seems to be at 0.1-0.2% active substance calculated on the weight of the water, although higher percentages may be Onskvarda, as a required schooling procedure follows the use of the amphoteric substance.

FOrutom att mjukgOra tyget forbattra de amfotera sulfaterade imidazolin-derivaten tvatt- verkan av typiska hushalls-detergenter och framja generellt detergent-verkan, sarskilt i de fall da minimimangder av detergenten anvandas. In addition to softening the fabric, the amphoteric sulfated imidazoline derivatives improve the water action of typical household detergents and generally promote detergent action, especially in cases where minimal amounts of the detergent are used.

Da koncentrationen av den amfotera foreningen okas frail 0,1 till 0,5 %, stegras den smutsavlagsnande effekten markant vid en koncentration ay 0,1 % detergent och nagot mindre vid en detergent-koncentration ay 0,2 %. As the concentration of the amphoteric compound is increased from 0.1 to 0.5%, the soil release effect is markedly increased at a concentration of 0.1% detergent and slightly less at a detergent concentration of 0.2%.

Da det amfotera tygmjukgorande medlet anvandes i kombination med en bruklig detergent, Or det onskvart att forst tillsatta den amfotera foreningen till tvattvattnet och efter omroring av detta och absorption av medlet tillsatta deter- genten. Denna tillsatsfoljd tillater uppenbarligen tygmjukgoringsmedlet aft intranga i tyget innan detergenten infOres, och harigenom vinner man mera bestaende resultat. Since the amphoteric fabric softener was used in combination with a conventional detergent, it is advisable to first add the amphoteric compound to the wash water and after stirring it and absorbing the agent added the detergent. This additive sequence obviously allows the fabric softener to penetrate the fabric before the detergent is introduced, thereby gaining more lasting results.

Det amfotera tygmjukgoringsmedlet tenderar amen att motverka bakterieforokningen och amen om denna verkan Or svagare an dá kemiska germicida amnen tillsattas Or den icke desto mindre am viss betydelse vid tvattning ay textilier. The amphoteric fabric softener tends to counteract bacterial proliferation and if this effect is weaker than the chemical germicidal substances added, it is nevertheless of some importance in washing fabrics.

For ett narmare fortydligande av uppfinningen hanvisas till nedanstaende exempel. For a further elucidation of the invention, reference is made to the following examples.

Exempel 1. Det finnes ingen absolut eller mekanisk provningsmetod for att faststalla huruvida en forening forlanar ett tyg mjukhet eller luftighet, och folj den Or den att den provningsmetod, som allmant antagits av industrien, baserar sig pa bediimningar och slutsatser ay ett antal bedomare med ledning ay kanselfornimmelser. Under ratta betingelser Oro de salunda erhallna resultaten reproducerbara, och yid eft tillrackligt stort antal bedOmare anses de helt signifikativa och giltiga. Example 1. There is no absolute or mechanical test method for determining whether an association gives a fabric softness or airiness, and it follows that the test method, generally adopted by the industry, is based on the assessments and conclusions of a number of guided assessors. ay chancellor sensations. Under favorable conditions, the results thus obtained are of reproducibility, and if a sufficiently large number of assessors are considered to be fully significant and valid.

Prom for faststallande av tygmjukgoringseffekten hos imidazolinderivat utfordes enligt fOljande: en typisk automatisk hushallstvattmaskin med 68 liters kapacitet fylldes med en 0,08 %-ig losfling av den forening, som skulle provas som tygmjukgoringsmedel. Rena handdukar i en mangd av 2,7 kg infordes i maskinen tillsammans med provstycken av frotte, som avklistrats och for-kokats. Innehallet underkastades de bruldiga tvattnings- och skoljningsprocedurema foljda ay torkning i en kommersiell elektrisk tork for hashallsbruk. Inga andra detergenter eller tillsatser forekommo. Prom for determining the fabric softening effect of imidazoline derivatives is challenged as follows: a typical automatic household washing machine with 68 liter capacity was filled with a 0.08% release of the compound to be tested as a fabric softener. Clean towels in a quantity of 2.7 kg were introduced into the machine together with test pieces of terrycloth, which were cut off and pre-cooked. The contents were subjected to the brittle washing and rinsing procedures followed by drying in a commercial electric dryer for cannabis use. No other detergents or additives were present.

Som kontroll behandlades en sats provstycken och handdukar pd samma satt under anvandande av en typisk hushalls-detergent (Tide) istallet for tygmjukgOringsmedlet. Efter 3 behandlingar med tygmjukgoringsmedlet bedomdes provstyckena av en grupp pa 10-20 personer, och mjukheten eller luftigheten uppskattades i jamforelse med de med hushalls-detergenten tvattade kontrollproverna. Provstyckena bedondes pa mjukheten sasom »noll», »just markbar», »god* eller »ypperlig». As a control, a batch of specimens and towels were treated in the same manner using a typical household detergent (Tide) instead of the fabric softener. After 3 treatments with the fabric softener, the specimens were evaluated by a group of 10-20 people, and the softness or airiness was estimated in comparison with the control samples washed with the household detergent. The specimens were emphasized for softness such as "zero", "just noticeable", "good" or "excellent".

Med anvandande av ovanstaende procedur beclomdes en losning av 0,08 % inre salt ay 141- mety1-2-alky1)imidazolinium-etylsulfat med en lang alkylkedja harledd fran talgfettsyror (genomsnittlig kolkedjelangd C-C17) ge »ypperliga» mjukgoringsresultat i samband med tyger. Detta gallde tyger, som undergatt 1,2 och 3 behandlingar. En gradvis okning am mjukgoringsmedlet i tyget iakttogs frail den forsta till den tredje behandlingen, vilket antyder viss substantivitet hos mjukgOraren for tyget. Using the above procedure, a solution of 0.08% inner salt of 141-methyl-2-alkyl) imidazolinium ethyl sulfate with a long alkyl chain derived from tallow fatty acids (average carbon chain length C-C17) was obtained to give "excellent" softening results. . This was due to fabrics, which underwent 1,2 and 3 treatments. A gradual increase in the plasticizer in the fabric was observed from the first to the third treatment, suggesting some substantivity in the fabric softener.

Provningsmetoden upprepades med anvandande ay ett liknande lure salt ay kvartart sulfonerat imidazolin-derivat, 1-(1-mety1-2-alkyl)-imidazoli- nium-etylsulfat, bortsett Iran att alkylkedjan hade en genomsnittlig langd ay 11 kolatomer och att imidazolinen harletts frail kokosoljefettsyror. De tygmjukgorande egenskaperna hos foreningen bedomdes som »goda» i samtliga forsok. The test method was repeated using a similar lure salt and a quaternary sulfonated imidazoline derivative, 1- (1-methyl-2-alkyl) -imidazolinium ethyl sulfate, except that the alkyl chain had an average length of 11 carbon atoms and the imidazoline was charged frail. coconut oil fatty acids. The fabric softening properties of the association were judged to be "good" in all experiments.

Exempel 2. Enligt samma metod som i exempel 4 provades sulfaterade imidazolin-derivat med tertiart kvave och visade sig ha mindre utpraglade tygmjukgorande egenskaper. Ett 1-(2-alkyl)imidazolinyl-etylsulfat med en alkylgrupp harledd ft-an talgfettsyror (15-17 kolatomer) beclomdes ha »goda» tygmjukgorande egenskaper. Homologen med en genomsnittlig kolkedjelangd av 11 atomer bedomdes ge »just markbara» till »goda» tygmjukgorande resultat. - -3 Exempel 3. FOrfarandet enligt exempel 4 upprepades med anvandande av en tvattlosning innehallande 0,1 % av en typisk hushallsdetergent (Tides) och 0,05 % inre salt av 141- mety1-2-alkyl)imidazolinium-etylsulfat, varvid alkylgruppen var harledd frail talg och hade en genomsnittlig kedjelangd av 15-17 kolatomer. Resultaten bedomdes som »goda» till »ypperliga». Example 2. Following the same method as in Example 4, sulfated imidazoline derivatives were tested with tertiary nitrogen and were found to have less pronounced fabric softening properties. A 1- (2-alkyl) imidazolinyl ethyl sulfate having an alkyl group derived from tallow fatty acids (15-17 carbon atoms) was found to have "good" fabric softening properties. The homologue with an average carbon chain length of 11 atoms was judged to give "just markable" to "good" fabric softening results. Example 3. The procedure of Example 4 was repeated using a wash solution containing 0.1% of a typical household detergent (Tides) and 0.05% inner salt of 141-methyl-2-alkyl) imidazolinium ethyl sulfate, the alkyl group was derived frail tallow and had an average chain length of 15-17 carbon atoms. The results were judged as "good" to "excellent".

Samma sulfaterade imidazolin-derivat som ovan inforlivades med en hogeffektiv flytande detergent-komposition av foljande sammansattning: 9,1 % sulfaterat kvartart imidazolinderivat 13,6 V„, kommersiell nonjonisk detergent (C9H19- C ,H4-0-(C21-140)9-10-H) 16,4 % natriumxylensulfonat, losningsframjande amne 10,9 % N-(2-hydroxietAiminodiacetat-dinatriumsalt, kalkbindande medel 0,9 % karboximetylcellulosa, smutssuspenderande amne. 50,9 % fasta amnen (totalt), pH = 11,8 Denna komposition provades med avseende pa sina tygmjukgorande egenskaper i 0,2 %-ig koneentration (raknat pa hela kompositionen). Effekten bedOmdes efter 3 behandlingar som »god». The same sulphated imidazoline derivative as incorporated above into a highly effective liquid detergent composition of the following composition: 9.1% sulphated quaternary imidazoline derivative 13.6 V 2, commercial nonionic detergent (C 9 H 19 -C, H -10-H) 16.4% sodium xylene sulfonate, solution-promoting substance 10.9% N- (2-hydroxyethylaminodiacetate disodium salt, lime-binding agent 0.9% carboxymethylcellulose, soil-suspending substance 50.9% solids (total), pH = 11 , 8 This composition was tested for its fabric softening properties in 0,2% concentration (calculated on the whole composition) The effect was judged after 3 treatments to be «good».

En liknande komposition, i vilken det pa talg baserade sulfaterade kvartara imidazolin-derivatet utelamnades (41,8 % fasta amnen totalt) hade efter 3 behandlingar en mjukgoringseffekt som bedomdes som moll. A similar composition, in which the tallow-based sulphated quaternary imidazoline derivative was omitted (41.8% solids in total) had a softening effect after 3 treatments which was judged to be minor.

Exempel 4. Snlfaterade imidazolinderivat provades med avseende pa sin formaga att avlagsna smuts genom den standardiserade Tergotometerprovningsmetoden, enligt vilken pa faststallt satt nedsmutsade bomullstyger tvattades i Tergotometern under exakt kontrollerade betingelser vad betraffar temperatur, omroring, detergentkoncentration och vattenhardhet, och ljusreflektionen fran de torkade provstyckena mattes med en reflektometer och jamfOrdes med reflektionen fran ett icke nedsmutsat .kontrolltyg. Den smutsmangd i procent, som avlagsnats, bera.knades darefter med anvandande av en ekvation som uttrycker fOrhallandet mellan varden a reflektionen och mangden avlagsnad smuts. Example 4. Well-formed imidazoline derivatives were tested for their ability to remove dirt by the standard Tergotometer test method, which determined that contaminated cotton fabrics were washed in the Tergotometer under precisely controlled conditions of temperature, agitation, detergent concentration and water hardness, and the light refractories were tested. with a reflectometer and was compared with the reflection from a non-contaminated control fabric. The percentage of dirt that was removed was then calculated using an equation that expresses the relationship between the value of the reflection and the amount of dirt removed.

Prover foretogos med 1-(2-alkyl)imidazolinyletylsulfat harlett fran kokosolje- och talgfettsyror och med ett inre salt av 1-(1-mety1-2-alkyl)hnidazolinium-etylsulfat harleit Iran kokosolje- och talgfettsyror. De kvartara och tertiara sulfaterade kokosolje-hnidazolin-derivaten visade god formaga att avlagsna smuts och effektiviteten med avseende pa smutsavlagsnandet uppgick till mellan 20 och 35 % vid en koncentration av 0,2 %. Optimal smutsavlagsnande effekt hade i huvudsak uppnatts vid c:a 04 % koncentration och forblev ratt konstant vid okande koncentrationer. Hardheten hos vattnet hade ingen markbar inverkan pa den smutsavlagsnande effekten, och prov foretogos vid hardhetsnivaer av 50 dpm <1 dpm = I viktsdel kalciumkarbonat per 1 mil lion viktsdelar vatten) och 300 dpm utan namnvarda avvikelser ifraga om resultaten. Samples were made with 1- (2-alkyl) imidazolinyl ethyl sulfate derived from coconut oil and tallow fatty acids and with an inner salt of 1- (1-methyl-2-alkyl) hnidazolinium ethyl sulfate harleite coconut oil and tallow fatty acids. The quaternary and tertiary sulphated coconut oil-hnidazoline derivatives showed good ability to remove dirt and the efficiency of dirt removal was between 20 and 35% at a concentration of 0.2%. Optimal dirt-removing effect had mainly been achieved at about 04% concentration and remained steering wheel constant at increasing concentrations. The hardness of the water had no appreciable effect on the soil release effect, and tests were carried out at hardness levels of 50 ppm (1 ppm = by weight calcium carbonate per 1 million parts by weight of water) and 300 ppm without significant deviations from the results.

De kvartara och tertiara sulfaterade talgimidazolin-derivaten visade aven en markant smutsavlagsnande effekt, ehuruval resultaten icke voro sa goda som med motsvarande kokosoljederivat. Den smutsavlagsnande effekten hos dessa amfotera foreningar uppgick till mellan 15 och 35 % och nadde en optimumniva vid en koncentration mellan 0,2 och 0,4 %. Dessutom fore-Milo talg-derivaten vara mer kansliga for hart vatten an kokosolje-derivaten. The quaternary and tertiary sulfated tallow gimidazoline derivatives also showed a marked soil release effect, although the results were not as good as with the corresponding coconut oil derivatives. The soil release effect of these amphoteric compounds was between 15 and 35% and reached an optimum level at a concentration between 0.2 and 0.4%. In addition, pre-Milo tallow derivatives are more susceptible to hard water than coconut oil derivatives.

De ovannamnda proven foretogos aven med oorganiska tvattfOrstarkare tillsatta till de amfotera foreningarna. Dessa tvattforstarkare utgjordes av kaliumpyrofosfat (vid pH 10) och natriumdivateortofosfat (vid pH 4). Tillsatsen av tvattforstarkare vid pH 10 resulterade i en forbattring av effekten endast dá det gallde kvartara amfotera kokosolje-derivat, medan effekten hos alla de ovriga fOreningarna joke paverkades. Effekten av de amfotera foreningarna vid pH 4 fOrbattrades icke av tvattforstarkare och vid tertiara derivat tenderade amfojonen att utfallas i narvaro av mononatriumdivateortofosfat. The above tests were also performed with inorganic water boosters added to the amphoteric compounds. These water boosters consisted of potassium pyrophosphate (at pH 10) and sodium divate orthophosphate (at pH 4). The addition of water boosters at pH 10 resulted in an improvement in the effect only when the bile quaternary amphoteric coconut oil derivatives were present, while the effect of all the other compounds joke was affected. The effect of the amphoteric compounds at pH 4 was not enhanced by water enhancers and in tertiary derivatives the amphoion tended to precipitate in the presence of monosodium derivative orthophosphate.

Exempel 5. Sulfaterade imidazolin-derivat baserade pa talg- och kokosoljefettsyror, bade ter-tiara och kvartara, sasom angivet i exempel 7, provades med avseende pa fOrmagan att hamma bakterieforokning genom analys enligt metoden med utstrykning pa. agar. FOrokningen bestamdes genom bakterieympning a agarplattor, och organismerna voro M. pyogenes var. aureus och E. Coil. Fullstandig hamning noterades fOr kokosolj e-derivaten vid en koncentration av 500 viktsdelar aktivt amne pa 1 million viktsdelar agar fOr S. aureus och E. coli. Talg-derivaten a andra sidan visade moderat harnverkan vid samma koncentration fOr S. aureus men endast obetydlig om ens nagon tillvaxthammande verkan for E. coli. Example 5. Sulfated imidazoline derivatives based on tallow and coconut oil fatty acids, both tertiary and quaternary, as set forth in Example 7, were tested for the ability to inhibit bacterial proliferation by analysis by the smear method. agar. The growth was determined by bacterial inoculation of agar plates, and the organisms were M. pyogenes var. aureus and E. coil. Complete completion was noted for the coconut oil e derivatives at a concentration of 500 parts by weight of active substance in 1 million parts by weight of agar for S. aureus and E. coli. The sebum derivatives, on the other hand, showed moderate urinary action at the same concentration for S. aureus but only insignificant if even any growth inhibitory effect for E. coli.

Exempel 6. Enligt Tergotometer-provningsmetoden, angiven i exempel 7, faststalldes den smutsavlagsnande effekten hos imidazolin-derivat da sadana derivat aro kombinerade med hogeffektiva hushalls-detergenter. Salunda erhollos fOljande resultat vid prov utforda med anvandande av ett 1-(2-alkyl)imidazolinyl-etylsulfat med en alkylgrupp av en genomsnittlig langd Mom omradet c:a 9-19 kolatomer, varvid provnings- metoden innefattade en 15 minuters tvattning i vatten yid 49° C i en Tergotometer, som arbetade vid 150 cykler per minut, foljd av 4 skoljningar for hand med anvandande av tre provsatser av pa foreskrivet sat nedsmutsade kidder. Example 6. According to the Tergotometer test method set forth in Example 7, the soil release effect of imidazoline derivatives was determined as such derivatives are combined with highly effective household detergents. Salunda obtained the following test results by using a 1- (2-alkyl) imidazolinyl ethyl sulfate having an alkyl group of an average length Mom ranging from about 9-19 carbon atoms, the test method comprising a 15 minute wash in water. 49 ° C in a Tergotometer, operating at 150 cycles per minute, followed by 4 rinses by hand using three test batches of soiled contaminants prescribed.

Koneentration av amfotert amne i% 0,010,030,0 Total vattenhardhet, 300 dpm (mycket hart) ))Tide» (anjoniskt 0,1 % 13,26,8 33,3 hushallstvattmedel) 0,2 % 31,8 31,7 32,4 »All» (nonjoniskt 0,1 % 29,37,0 39,1 hushallstvattmedel) 0,2 % 25,6 36,3 37,3 4- - Koncentration av amfotert anane i % 0,010,030,0 Total vattenhardhet 50 dpm (mjukt) »Tide»0,1 % 25,4 30,2 34,3 0,2 % 31,0 31,6 35, All0,1 % 25,135,138,2 0,2 % 24,0 33,2 35,3 Andra prov utfordes med samma amfotera forening och med anva.ndande av brukliga hushallstvattmaskiner och vanlig familjetvatt. Vid 5 tvattningar med anvandande av typiskt Chicagovatten (137 dpm total hardhet) erhollos foljande resultat: Tvattmaskin 12 0,15/0,05 % »Tideqamfotert amne27,626,3 0,10/0,75 % »Tide»/amfotert amne27,124,9 Av data frail lahoratorieproven avseende rengOringen av pa foreskrivet satt nedsmutsade provstycken framgar, att imidazolin-derivatet pa ett markant satt bidrager till rengoringseffekten vid lagre koncentrationsnivaer for den kraftigt verkande detergenten. Concentration of amphoteric substance in% 0,010,030,0 Total water hardness, 300 ppm (very hard))) Tide »(anionic 0,1% 13,26,8 33,3 household detergents) 0,2% 31,8 31,7 32, 4 »All» (nonionic 0.1% 29,37,0 39,1 household detergent) 0.2% 25,6 36,3 37,3 4- - Concentration of amphoteric pineapple in% 0,010,030,0 Total water hardness 50 ppm ( soft) »Tide» 0.1% 25.4 30.2 34.3 0.2% 31.0 31.6 35, All0.1% 25,135,138.2 0.2% 24.0 33.2 35.3 Other tests are challenged with the same amphoteric association and with the use of conventional household washing machines and ordinary family water. At 5 washes using typical Chicago water (137 ppm total hardness) the following result was obtained: Washing machine 12 0.15 / 0.05% »Tidequamotene amne27,626.3 0.10 / 0.75%» Tide »/ amphoteric amne27 124.9 The data from the laboratory tests concerning the cleaning of soiled contaminated samples show that the imidazoline derivative significantly contributes to the cleaning effect at lower concentration levels of the potent detergent.

Da koncentrationen av amfoter forening okas fran 0,1 till 0,5 %, okar den smutsavlagsnande effekten markant sarskilt for den vasentligen anjoniska hogeffektiva detergenten vid 0,1 % koncentration och mindre vid 0,2 % koncentration, vilket är nara optimumkoncentrationen for denna detergent. I bada de ovan angivna tabellerna representeras den smutsavlagsnande effekten av ett procenttal och faststalldes genom ljusreflektion fran torkade provstyeken sasom angivet i exempel 7. As the concentration of amphoteric compound increases from 0.1 to 0.5%, the soil release effect increases markedly especially for the substantially anionic highly effective detergent at 0.1% concentration and less at 0.2% concentration, which is close to the optimum concentration for this detergent. . In both of the tables given above, the soil release effect is represented by a percentage and was determined by light reflection from the dried test pieces as given in Example 7.

Claims (8)

Patentansprik:Patent claim: 1. Satt att tvatta och mjukgora tyger vid vilket tyget ml Ores i vatten innehallande ett tvattmedel bestaende av anjoniska och/eller nonjoniska detergenter, kannetecknat darav, att man samtidigt behandlar tyget med ett amfotert tygmjukgorande medel lost i vattnet, vilket mjukgorande medel bestar av ett i 1-stallningen sulfaterat imidazolinderivat, som i 2-stallningen har en alkylgrupp med en genomsnittlig langd av 9-19 kolatomer, och som liar den allmanna formeln CH 2.-CH 2 II zR, N 2 /0 `R,-0S0 se R, dar R, betecknar den namnda alkylgruppen om 9-19 kolatomer, R, betecknar vale eller en alkyleller hydroxialkylgrupp med 1-4 kolatomer och R3 är en normal eller grenad alkylengrupp med 1-4 kolatomer.1. Set to wash and soften fabrics in which the fabric ml Ores in water containing a detergent consisting of anionic and / or nonionic detergents, characterized in that the fabric is simultaneously treated with an amphoteric fabric softener dissolved in the water, which softener consists of a in the 1-position sulphated imidazoline derivative, which in the 2-position has an alkyl group with an average length of 9-19 carbon atoms, and which has the general formula CH 2.-CH 2 II zR, N 2/0 `R, -OSO se R, where R 1 represents the said alkyl group having 9 to 19 carbon atoms, R 1 represents vale or an alkyl or hydroxyalkyl group having 1 to 4 carbon atoms and R 3 is a normal or branched alkylene group having 1 to 4 carbon atoms. 2. Satt enligt patentanspraket 1, kannetecknat darav, att alkylgruppen i 2-stallningen her en genomsnittlig langd av 12-18 kolatomer.2. Set according to claim 1, characterized in that the alkyl group in the 2-position here has an average length of 12-18 carbon atoms. 3. Satt enligt patentanspraket 1 eller 2, kannetecknat darav, att vattenlOsningen innehaller det tygmjukgorande amnet i en mangd av 0,05-0,5 vikts % raknat pa textilierna eller tyget.3. A set according to claim 1 or 2, characterized in that the aqueous solution contains the fabric softening substance in an amount of 0.05-0.5% by weight shaved on the textiles or fabric. 4. Satt enligt nagot av foregaende patentansprak, kannetecknat darav, att vattenEisningen innehaller det mjukgorande amnet i en koncentration av 0,1-0,5 vikts- %.4. According to some of the foregoing patent claims, characterized in that the water icing contains the emollient substance in a concentration of 0.1-0.5% by weight. 5. Satt enligt nagot av foregaende patentansprak, kannetecknat darav, att det sulfaterade imidazolin-derivatet har en tertiar kvavegrupp.5. Claimed according to any of the foregoing patent claims, characterized in that the sulphated imidazoline derivative has a tertiary nitrogen group. 6. Satt enligt nagot av patentanspraken 1-4, kannetecknat darav, att det sulfaterade imidazolin-derivatet har en kvartar kvavegrupp.6. According to any one of claims 1-4, characterized in that the sulphated imidazoline derivative has a quaternary nitrogen group. 7. Satt enligt patentansprAket 5, kannetecknat darav, att imidazolin-derivatet utgbres av ett 1-(2- alkyl)imidazolinyl-alkylsulfat.7. A kit according to claim 5, characterized in that the imidazoline derivative is prepared from a 1- (2-alkyl) imidazolinyl-alkyl sulphate. 8. San enligt patentanspraket 6, kannetecknat darav, att imidazolin-derivatet utgores av ett inre salt av ett 1-(1,2-dialkyl)imidazolinium-alkylsulfat. AnfOrda publikationer:8. San according to claim 6, characterized in that the imidazoline derivative consists of an inner salt of a 1- (1,2-dialkyl) imidazolinium alkyl sulfate. Request publications:
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