Detergent compositions
09902707 ยท 2018-02-27
Assignee
Inventors
Cpc classification
C11D1/86
CHEMISTRY; METALLURGY
C11D1/10
CHEMISTRY; METALLURGY
C11D1/14
CHEMISTRY; METALLURGY
C11D3/30
CHEMISTRY; METALLURGY
C07D415/00
CHEMISTRY; METALLURGY
C11D3/28
CHEMISTRY; METALLURGY
International classification
C11D1/14
CHEMISTRY; METALLURGY
C07D415/00
CHEMISTRY; METALLURGY
C11D3/28
CHEMISTRY; METALLURGY
C11D3/30
CHEMISTRY; METALLURGY
C11D1/12
CHEMISTRY; METALLURGY
C11D1/10
CHEMISTRY; METALLURGY
C11D1/86
CHEMISTRY; METALLURGY
Abstract
A compound of formula (I) wherein R.sup.1 is a C.sub.5 to C.sub.39 alkyl or alkenyl group and R.sup.2 is (c) wherein A is an anion. ##STR00001##
Claims
1. A compound of formula (I): ##STR00020## wherein R.sup.1 is a C.sub.5 to C.sub.39 alkyl or alkenyl group and R.sup.2 is: ##STR00021## wherein A is an anion.
2. A compound according to claim 1 which is lauroyl thiamine chloride.
3. A compound according to claim 1 wherein R.sup.1 is a C.sub.9 to C.sub.15 alkyl or alkenyl group or mixtures thereof.
4. A method of preparing a compound of formula (I) according to claim 1, the method comprising reacting an acid of formula R.sup.1COOH or a derivative thereof with a compound of formula R.sup.2H or a precursor thereof where wherein R.sup.1 is a C.sub.5 to C.sub.39 alkyl or alkenyl group and R.sup.2 is ##STR00022## wherein A is an anion.
5. A composition comprising one or more compounds of formula (I) according to claim 1.
6. A composition according to claim 5 which is selected from a laundry composition, an automatic dishwashing composition, a hand dishwashing composition, a hard surface cleaner, a personal care composition or an animal hygiene composition.
7. A composition according to claim 5 which is an oilfield production chemical composition.
8. A composition according to claim 5 selected from an antioxidant composition, a food additive, a health supplement or a medicinal composition.
9. A composition according to claim 5 which further comprises one or more surfactants selected from anionic, cationic, non ionic or amphoteric surfactants.
10. A composition according to claim 6 which is a personal care composition.
11. A composition according to claim 10 selected from shampoo, a shower gel, a toothpaste, a moisturiser, a shaving foam or gel, a hand wash, a body wash, a bath foam, a bubble bath, a soap bar, a liquid soap; a toilet bar, a facial cleanser, a skin cleanser or a make-up remover.
12. A composition according to claim 5 which is of low irritancy to the skin and/or eyes.
13. A composition according to claim 5 further comprising a surfactant selected from alkyl or alkenyl sulfates, alkyl or alkenyl ether sulfates, taurates, isethionates, acyl substituted amino acids, sarcosinates, or sulfosuccinates.
14. A composition according to claim 5 which further comprises one or more of sodium lauroyl methyl isethionate, sodium cocoyl methyl isethionate and sodium oleoyl methyl isethionate.
15. A concentrated surfactant composition comprising a compound as claimed in claim 1.
16. A method of cleansing the skin and/or hair, the method comprising contacting the skin and/or hair with a composition comprising a compound of formula (I) according to claim 1.
Description
EXAMPLE 1SYNTHESIS OF LAUROYL THIAMINE
(1) 2.01 g Thiamine hydrochloride (59 mmol) was dissolved in 150 ml de-ionised water. 0.2 g 4-Dimethylaminopyridine was added and the pH increased to 10.0 using 50% NaOH. The reaction was then cooled to 0 C. 1.30 g Lauroyl chloride (60 mmol) was dropwise over 10 minutes whilst maintaining the pH 9.5-10.0. A precipitate was formed immediately. The reaction was left to stir for 16 hr. The solution was filtered and the white solid product collected.
EXAMPLE 2COMPARATIVE FOAM HEIGHTS
(2) A 1 wt % surfactant solution of lauroyl thiamine was prepared. The foam heights were measured using an in house foaming test and the results were compared with those obtained using a composition comprising 1 wt % Sodium Laureth Sulphate (3EO) [SLES]. The percentage increases in foam compared to SLES are shown in table 1.
(3) TABLE-US-00001 Relative foam height compared to SLES as % Sodium Laureth Sulphate (3EO) 100 Lauroyl thiamine 127
EXAMPLE 3IRRITANCY TEST
(4) An in-house qualitative test based on the Zein test was used to assess irritancy/mildness of a 1% surfactant solution. In this test, lauroyl thiamine was found to be milder than many commercially available personal care surfactants including Sodium Laureth Sulfate (3EO) [SLES].