NO124000B - - Google Patents
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- Publication number
- NO124000B NO124000B NO34168A NO34168A NO124000B NO 124000 B NO124000 B NO 124000B NO 34168 A NO34168 A NO 34168A NO 34168 A NO34168 A NO 34168A NO 124000 B NO124000 B NO 124000B
- Authority
- NO
- Norway
- Prior art keywords
- ethylene oxide
- detergent
- acid
- washing
- esterified
- Prior art date
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- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 16
- 239000003599 detergent Substances 0.000 claims description 16
- 239000007859 condensation product Substances 0.000 claims description 15
- 239000012459 cleaning agent Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- 239000004094 surface-active agent Substances 0.000 claims description 4
- 150000003973 alkyl amines Chemical class 0.000 claims description 3
- 239000003995 emulsifying agent Substances 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 claims description 2
- 239000005639 Lauric acid Substances 0.000 claims description 2
- 235000021360 Myristic acid Nutrition 0.000 claims description 2
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 claims description 2
- 235000021314 Palmitic acid Nutrition 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 125000003827 glycol group Chemical group 0.000 claims description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 238000005406 washing Methods 0.000 description 16
- 238000004140 cleaning Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 201000004384 Alopecia Diseases 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 208000024963 hair loss Diseases 0.000 description 4
- 230000003676 hair loss Effects 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003245 coal Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000009950 felting Methods 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 239000005662 Paraffin oil Substances 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 206010040914 Skin reaction Diseases 0.000 description 1
- -1 aliphatic alcohols Chemical class 0.000 description 1
- STIAPHVBRDNOAJ-UHFFFAOYSA-N carbamimidoylazanium;carbonate Chemical compound NC(N)=N.NC(N)=N.OC(O)=O STIAPHVBRDNOAJ-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 208000017520 skin disease Diseases 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 230000035483 skin reaction Effects 0.000 description 1
- 231100000430 skin reaction Toxicity 0.000 description 1
- 238000010408 sweeping Methods 0.000 description 1
- 230000005068 transpiration Effects 0.000 description 1
- 210000002268 wool Anatomy 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols
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)
- Detergent Compositions (AREA)
Description
Flytende vaske- og rengjøringsmiddel. Liquid detergent and cleaning agent.
Foreliggende oppfinnelse angår en sammensetning, bestemt The present invention relates to a composition, specifically
å anvendes som vaske- og rengjøringsmiddel, og som foruten god rengjoringsevne har antistatiske egenskaper og er virksomt innenfor et forholdsvis stort pH-område, og som dessuten er utpreget skånsomt såvel mot menneskelig hud som mot naturlige og syntetiske fibre. to be used as a washing and cleaning agent, and which, in addition to good cleaning ability, has antistatic properties and is effective within a relatively large pH range, and which is also distinctly gentle both on human skin and on natural and synthetic fibres.
Det er kjent å forsterke rengjoringsevnen hos ulike vaske-væsker ved tilsetning av overflateaktive midler, såkalte vaskeforsterkere. For dette formål har man bl.a. anvendt såvel anionaktive som kationaktive og også ikke ionogene stoffer. Det har dessuten vist seg fordelaktig at vaskevæsken, foruten kjente organiske losningsmidler, så som kullvannstoffer og klorerte kullvannstoffer, inneholder vann for å lette fjernelsen av eksempelvis sukkerholdige og andre vannopplos-elige forurensninger, transpirasjonsrester og liknende. De inngående overflateaktive stoffer har, foruten sin rengjor-ende virkning, også den oppgave å avstedkomme en stabil dispergering av de i vaskevæsken inngående organiske løsnings-midler og vannet. Dispersjonens stabilitet kan herved ytterlig-ere hoynes ved en tilsetning av i og for seg kjente disper-gerings~ og emulgeringsmidler, som i og for seg ikke behover å ha noen utpreget smussopplosende virkning. It is known to enhance the cleaning ability of various washing liquids by adding surface-active agents, so-called washing boosters. For this purpose, one has, among other things, both anion-active and cation-active and also non-ionic substances are used. It has also proven advantageous that the washing liquid, in addition to known organic solvents, such as coal water substances and chlorinated coal water substances, contains water to facilitate the removal of, for example, sugar-containing and other water-soluble contaminants, transpiration residues and the like. The included surfactants, in addition to their cleaning effect, also have the task of producing a stable dispersion of the organic solvents and water contained in the washing liquid. The stability of the dispersion can thereby be further increased by the addition of per se known dispersing and emulsifying agents, which in and of themselves do not need to have any distinct dirt-dissolving effect.
Innenfor teknikken er det velkjent som vaskeforsterkende midler å anvende kondensasjonsprodukter av etylenoksyd og hoyere alkylfenoler, fettsyrer samt hoyere alkylaminer. Kondensasjonsprodukter av hoyere alkylfenoler og etylenoksyd har funnet stor anvendelse, og eksempelvis er et kondensasjonsprodukt av nonylfenol og etylenoksyd kjent under varemerket "Lissapol K" (reg.). It is well known in the art to use condensation products of ethylene oxide and higher alkylphenols, fatty acids and higher alkylamines as washing boosters. Condensation products of higher alkylphenols and ethylene oxide have found wide use, and for example a condensation product of nonylphenol and ethylene oxide is known under the trademark "Lissapol K" (reg.).
De ovennevnte etylenoksydkondensasjonsprodukter har i og for seg gode rengjoringsforsterkende egenskaper. De har imidler-tid bare en meget begrenset antistatisk evne, og de er i mange tilfelle virksomme bare innenfor et snevert begrenset pH-område. Hertil kommer at i det minste visse av dem frem-kaller hudreaksjoner av ulike slags, selv hos ikke spesielt folsomme personer. The above-mentioned ethylene oxide condensation products in and of themselves have good cleaning-enhancing properties. However, they only have a very limited antistatic ability, and in many cases they are only effective within a narrowly limited pH range. In addition, at least some of them cause skin reactions of various kinds, even in people who are not particularly sensitive.
Det har nå overraskende vist seg at man oppnår vaskeforsterkende midler, som med bibeholdt smusslosende og rengjbrende evne, er utpreget vevnadsvennlige og skånsomme mot naturlige og syntetiske fibre, ved helt eller partielt å forestre de hydroksylgrupper, som i endestillingen inngår i etylenoksyd-kondensasjonsproduktenes polyetyleriglykolkjedér. Spesielt hensiktsmessige er herved laurinsyre, palmitihsyre og myristinsyre eller en blanding derav. It has now surprisingly been shown that washing boosters can be obtained, which, with retained soil-removing and cleaning ability, are distinctly tissue-friendly and gentle on natural and synthetic fibres, by fully or partially esterifying the hydroxyl groups, which in the end position are included in the polyethylene glycol chains of the ethylene oxide condensation products. Particularly suitable are lauric acid, palmitic acid and myristic acid or a mixture thereof.
Det har dessuten vist seg at de nye forøstrete produkter har utpreget antistatiske egenskaper, samt at dé er virksomme innenfor et forholdsvis stort pH-område. Helt overraskende har det videre '«ist seg at de forestrete etylenoksyd-kondensasjonsproduktene er hoyaktive som vaskeforsterkende middel ved lavere temperatur enn de hittil kjente, ikke It has also been shown that the new esterified products have distinct antistatic properties, and that they are effective within a relatively large pH range. Quite surprisingly, it has also been found that the esterified ethylene oxide condensation products are highly active as washing boosters at a lower temperature than those previously known, not
forestrete kondensasjonsprodukter. esterified condensation products.
Foreliggende oppfinnelse angår i overensstemmelse hermed et flytende vaske- og rengjøringsmiddel, som foruten vann, organiske løsningsmidler og emulgatorer av i og for seg kjent art, inneholder et nonionaktivt, syntetisk over-flateaktivt middel, som utgjøres av et kondensasjonsprodukt av etylenoksyd og en hoyere alkylfenol, en hoyere alkanol eller en hoyere alkylamin, hvor den i endestillingen av polyetylenglykolkjeden inngående hydroksylgruppe er praktisk talt fullstendig forestret, idet det karak-istiske ved oppfinnelsen er at syrekomponenten i det forestrete kondensasjonsprodukt stammer fra laurinsyre, palmitinsyre eller myristinstyre eller en blanding derav. De nye, foiætrete produkter fremstilles på vanlig måte ved omsetning av et etylenoksydkondensasjonsprodukt av kjent type med en fettsyre eller en blanding av fettsyrer. Eksempelvis kan man i en trykk-koker opphete 100 vektdeler av et etylenoksydkondensasjonsprodukt med 10 vektdeler av en fettsyre og 2 vektdeler guanidinkarbonat til 70-80°C i tre timer. Såvel proporsjonene mellom de inngående stoffer som opphetningstid og katalyserende stoffer kan varieres innenfor vide grenser i henhold til hva som er kjent angående hel eller partiell forestring av hoyere alifatiske alkoholer. Accordingly, the present invention relates to a liquid detergent and cleaning agent, which, in addition to water, organic solvents and emulsifiers of a kind known per se, contains a nonionic, synthetic surface-active agent, which is made up of a condensation product of ethylene oxide and a higher alkylphenol . The new, fatty products are produced in the usual way by reacting an ethylene oxide condensation product of a known type with a fatty acid or a mixture of fatty acids. For example, 100 parts by weight of an ethylene oxide condensation product with 10 parts by weight of a fatty acid and 2 parts by weight of guanidine carbonate can be heated to 70-80°C for three hours in a pressure cooker. Both the proportions between the constituent substances as well as the heating time and catalyzing substances can be varied within wide limits according to what is known regarding the full or partial esterification of higher aliphatic alcohols.
Foretrukne utgangsmaterialer er slike etylenoksydkondensasjonsprodukter som inneholder minst 5 og hensiktsmessig 5-50 etylenoksydgrupper. Som eksempel kan nevnes forbind-elser som per mol av en alkylfenol, en alkanol eller en hoyere alkylamin inneholder 8-20 mol etylenoksyd, idet selvsagt etylenoksydkjeden avsluttes med en hydroksylgruppe. Preferred starting materials are such ethylene oxide condensation products which contain at least 5 and suitably 5-50 ethylene oxide groups. As an example, compounds can be mentioned which per mole of an alkylphenol, an alkanol or a higher alkylamine contain 8-20 moles of ethylene oxide, the ethylene oxide chain of course ending with a hydroxyl group.
Vaske- og rengjøringsmidlet ifølge oppfinnelsen fremstilles på vanlig måte. Den anvendte mengde helt eller partielt forestret produkt går opp til ca. 2,5-25Jf* fortrinnsvis, 5-10*. The washing and cleaning agent according to the invention is produced in the usual way. The amount of fully or partially esterified product used amounts to approx. 2.5-25Jf* preferably, 5-10*.
Oppfinnelsen belyses nærmere av folgende eksempler: Eksempel 1: The invention is illustrated in more detail by the following examples: Example 1:
Et vaskemiddel (A) tilberedes på kjent måte fra: A detergent (A) is prepared in a known manner from:
For sammenlikning tilberedes et vaskemiddel (B) av samme utgangsmaterialer, men inneholdende ikke forestret kondensasjonsprodukt av nonylfenol og etylenoksyd. For comparison, a detergent (B) is prepared from the same starting materials, but containing no esterified condensation product of nonylphenol and ethylene oxide.
Den gode antistatiske effekt av vaskemidlet ifolge oppfinnelsen fremgår av folgende forsok. The good antistatic effect of the detergent according to the invention is evident from the following experiment.
I en herrefrisorsalong, der det i gjennomsnitt ble fore-tatt ca. 50 hårklipp per dag, var gulvet belagt med plater av polyvinylklorid. I en uke ble gulvet rengjort på vanlig måte etter hver arbeidsdag ved håndsoping for fjernelse av storre porsjoner håravfall samt deretter ved vask med vaskemiddel B og avtorring. Neste morgen, da gulvet hadde tijrket, viste det seg regelmessig ved okularbesiktelse at håravfall var tilstede i storre eller mindre mengde, In a men's hairdressing salon, where, on average, approx. 50 haircuts per day, the floor was covered with sheets of polyvinyl chloride. For a week, the floor was cleaned in the usual way after each working day by hand sweeping to remove larger portions of hair loss and then by washing with detergent B and drying. The next morning, when the floor had dried, it regularly appeared on ocular inspection that hair loss was present in greater or lesser quantities,
og dette håravfall kunne ikke eller i hvert fall bare ufullstendig fjernes ved alminnelig støvsuging. and this hair loss could not, or at least only incompletely, be removed by ordinary vacuuming.
Folgende uke ble gulvet rengjort på liknende måte, men med den forskjell at vaskingen ble utfort med rengjøringsmidlet A ifolge ovenstående. Det viste seg regelmessig at de i og for seg minimale mengder håravfall som var synlige etter at gulvet hadde torket kunne fjernes ved alminnelig stov-suging. The following week, the floor was cleaned in a similar way, but with the difference that the washing was carried out with cleaning agent A according to the above. It regularly turned out that the minimal amounts of hair loss that were visible after the floor had dried could be removed by ordinary vacuuming.
Eksempel 2: Example 2:
Et vaskemiddel (C) ble tilberedet på kjent måte fra: A detergent (C) was prepared in a known manner from:
For sammenlikning ble tilberedet et vaskemiddel (D) av samme utgangsmaterialer men med ikke forestret kondensasjons- For comparison, a detergent (D) was prepared from the same starting materials but with non-esterified condensation
-produkt. -product.
Kraftig tilsmusset gods av ull- og terylen-ull-varer, på hvilket dessuten var anbragt flekker av parafinolje, tilsmusset olje og gulvsmuss, ble anvendt for sammenliknende vaskingsforsok i en alminnelig vaskemaskin. Det viste seg herved at likeverdig, kraftig tilsmusset vaskegods ren-gj eires fullstendig ved en temperatur av 20°C ved anvendelse av vaskemidlet C, mens det krevdes en temperatur av 40°C ved anvendelse av vaskemidlet D. Ved anvendelse av midlet D ved 40°C kunne herved filtning og krympning iakttas ved særlig omtålige, i vaskegodset inngående varer, så som ullvarer og strikkete varer. Hverken filtning eller krympning ble iakttatt ved anvendelse av midlet C ved 20°C, selvom rengjbringseffekten, som ovenfor nevnt, var fullstendig. Heavily soiled goods made of wool and terylene-wool goods, on which there were also stains of paraffin oil, soiled oil and floor dirt, were used for comparative washing trials in an ordinary washing machine. This showed that equivalent, heavily soiled laundry is completely cleaned at a temperature of 20°C when using detergent C, while a temperature of 40°C was required when using detergent D. When using detergent D at 40 °C felting and shrinkage could thus be observed with particularly delicate items included in the laundry, such as woolen items and knitted items. Neither felting nor shrinkage was observed when using agent C at 20°C, although the cleaning effect, as mentioned above, was complete.
Eksempel 3 •' Example 3 •'
Et vaskemiddel (E) ble tilberedet på kjent måte fra: A detergent (E) was prepared in a known manner from:
Som vaskegods ble anvendt kraftig tilsmussete underklær med tran/spirasjonsrester samt brystholdere fra diegivende mbdre. Ved tilsetning av varierende (små) mengder svovelsyre resp. natriumhydroksyd innstiltes pH-verdien på 5,oj 6,0; 7>oj 8,0 samt 9,o i fem porsjoner av vaskemidlet E, hvilke deretter anvendes som vaskemiddel ved fem vaskinger i en alminnelig vaskemaskin av sylindertypen. Vaskingen og be-handlingen av godset ble utfort av en person, som tidligere hadde fått lette hudlidelser ved anvendelse av vaskemiddel inneholdende etylenoksydkondensasjonsprodukter. Heavily soiled underwear with cod/spiration residues as well as bras from lactating women were used as laundry. By adding varying (small) amounts of sulfuric acid or sodium hydroxide, the pH value was adjusted to 5.oj 6.0; 7>oj 8.0 and 9.0 in five portions of detergent E, which are then used as detergent for five washes in an ordinary washing machine of the cylinder type. The washing and treatment of the goods was carried out by a person who had previously suffered from mild skin disorders when using detergent containing ethylene oxide condensation products.
Det viste seg at det anvendte, kraftig tilsmussete gods ble fullstendig rent ved hver og en av de fem på vanlig måte gjennomfbrte vaskinger ved ovennevnte pH. Ingen hudirritasjon-er opptrådte nå hos den person, som gjennomfbrte forsbkene. It turned out that the used, heavily soiled goods were completely cleaned by each of the five washings carried out in the usual way at the above-mentioned pH. No skin irritation has now occurred in the person who carried out the tests.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE542267A SE307999B (en) | 1967-04-19 | 1967-04-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
NO124000B true NO124000B (en) | 1972-02-14 |
Family
ID=20266433
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO34168A NO124000B (en) | 1967-04-19 | 1968-01-27 |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH490489A (en) |
NO (1) | NO124000B (en) |
SE (1) | SE307999B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1518670A (en) * | 1974-10-14 | 1978-07-19 | Procter & Gamble Ltd | Low-sudsing detergent compositions |
DE2861683D1 (en) * | 1977-06-25 | 1982-04-29 | Hoechst Ag | Polyglycol esters; process for preparing them and their use as surface-active agents |
-
1967
- 1967-04-19 SE SE542267A patent/SE307999B/xx unknown
-
1968
- 1968-01-27 NO NO34168A patent/NO124000B/no unknown
- 1968-04-19 CH CH602068A patent/CH490489A/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
CH490489A (en) | 1970-05-15 |
SE307999B (en) | 1969-01-27 |
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