Novel bleach activator compounds derived from the reaction of isocyanic acid with selected nucleophiles
Source abstract
Abstract
Abstract Laundry detergents commonly contain bleach activators that react with the perhydroxy anion produced from perborate or percarbonate anions to form activated peroxy compounds; these enhance bleaching and stain removal capacity especially at lower temperatures, hydrogen peroxide being an inefficient bleach below 60°C. The most commonly used activators are N, N, N′, N′‐tetraacetylethylenediamine (TAED) and sodium nonanoyloxybenzenesulphonate (SNOBS) the former being used across Europe whereas the latter is used widely in the United States and Japan. This research studies the preparation of novel activator compounds which are carbamylated derivatives of selected nucleophiles using either solid or aqueous reactions of nucleophilic carboxylate anions with the highly reactive isocyanic acid entity derived from the acidification of sodium cyanate. The novel activator compounds were then assessed as bleach activators by testing against tea and bilberry‐stained cotton reference fabrics at 40°C in the presence of hydrogen peroxide at pH values ranging from 4 to 10; bleaching efficiency was assessed visually and colorimetrically. Results showed that all of the synthesised compounds were more effective bleach activators across the pH range tested than the standard TAED system.
Source: crossref · Quality: baseline
Research context
OpenAlex topics: Dyeing and Modifying Textile Fibers · Skin Protection and Aging · melanin and skin pigmentation
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
Affiliations
School of Design University of Leeds Leeds UK
Faculdade de Ciências Farmacêuticas Universidade Federal de Alfenas Alfenas Brazil
Funding
University of Leeds
References (43)
Show source-provided references
1. 10.1039/C3992000160010.1039/C39920001600 ↗
2. 10.1039/FT993890120310.1039/FT9938901203 ↗
3. 10.1039/FT993890403510.1039/FT9938904035 ↗
4. 10.1039/FT994900110510.1039/FT9949001105 ↗
5. The mechanism of hydrogen peroxide bleaching
6. 10.1006/jcis.1997.516810.1006/jcis.1997.5168 ↗
7. 10.1023/A:100927370119110.1023/A:1009273701191 ↗
8. The chemistry of peroxygen bleaching
9. 10.1002/9783527614899.ch1610.1002/9783527614899.ch16 ↗
10. 10.1007/s11743‐998‐0029‐z10.1007/s11743‐998‐0029‐z ↗
11. 10.1039/C5RA05328E10.1039/C5RA05328E ↗
12. 10.1007/978‐3‐540‐47108‐0_1010.1007/978‐3‐540‐47108‐0_10 ↗
13. Reinhardt G · 1999 · 195
14. HERA–Human and Environmental Risk Assessment on Ingredients of Household Cleaning Products.2003.https://www.heraproject.com/RiskAssessment.cfm.https://www.heraproject.com/files/HERA_reference_v51%20FINAL%20amended1.pdf. Accessed June 20 2022.
15. 10.3993/jfbi0920110110.3993/jfbi09201101 ↗
16. 10.1007/s10570‐009‐9390‐110.1007/s10570‐009‐9390‐1 ↗
17. 10.1111/j.1478‐4408.1983.tb03650.x10.1111/j.1478‐4408.1983.tb03650.x ↗
18. 10.21203/rs.3.rs‐411525/v110.21203/rs.3.rs‐411525/v1 ↗
19. 10.1080/00405000.2014.94576410.1080/00405000.2014.945764 ↗
20. 10.1007/s10570‐016‐1167‐810.1007/s10570‐016‐1167‐8 ↗
21. HampsonGC McDonnellFRM.Bleaching processes and compositions.1959. GB Patent 864798. Assigned to Unilever Ltd UK.
22. DithmarK HoffmannU.Process for washing and bleaching compositions therfor.1959. US Patent Application 2898181. Assigned to Degussa Germany.
23. MaddoxHF ViveenWJC KloostermanCU.Improvements in or relating to washing and/or bleaching compositions.1959. GB Patent Application 907356 Assigned to Koninklijke Industrieele Maatschappij Voorheen Noury & Van Der Lande N.V Holland.
24. HardyFE.Detergent additive product.1983. European Granted Patent EP098129 B1. Assigned to Proctor & Gamble.
25. HardyFE KitkoDJ CambreCM.Detergent ingredients and their use in cleaning compositions and washing processes.1984. European Granted Patent EP0120591 B1. Assigned to Proctor & Gamble US.
26. FrancisKC OakesJ MadisonSA ThornthwaiteDW.Bleach activation and bleaching compositions.1990. European Granted Patent EP0399584 B1. Assigned to Unilever Ltd.
27. MoffatJ ZdziarskaM LewisDM.Use of a fibre comprising composite fibres of cellulose and cellulose acetate as bleach activator.2018. PCT Patent Application WO2018178311 A1. Assigned to Innovia Films Ltd UK.
28. MoffatJ ZdziarskaM LewisDM.Fibre comprising composite fibres of cellulose and cellulose acetate.2018. PCT Patent Application WO2018178303 A1. Assigned to Innovia Films Ltd UK.
29. 10.1039/CS982110004110.1039/CS9821100041 ↗
30. 10.1139/v93‐21910.1139/v93‐219 ↗
31. 10.1021/jo01089a02410.1021/jo01089a024 ↗
32. 10.1111/cote.1207210.1111/cote.12072 ↗
33. 10.1021/bi00882a00810.1021/bi00882a008 ↗
34. 10.1016/S0021‐9258(18)96131‐410.1016/S0021‐9258(18)96131‐4 ↗
35. LewisDM YaoJ KnappJS HawkesJA.Use of percarbamic acids and diacyl percarbamates and precursors therefor.2005. Granted European Patent EP1313830 B1 Designated as AT300602 T DE60112309 T2 and ES2244644 T3. Assigned to Perachem Ltd UK.
36. LewisDM YaoJ KnappJS HawkesJA.Use of percarbamic acids and diacyl percarbamates and precursors therefor.2007. Granted Patent US7159333 B2. Assigned to University of Leeds UK.
37. LewisDM YaoJ KnappJS HawkesJA.Use of percarbamic acids and diacyl percarbamates and precursors therefor.2012. Granted Japanese Patent JP5101783 B2. Assigned to University of Leeds.
38. Stevens MP · 1990
39. Nicholson JW · 1994
40. 10.1021/ja00153a02210.1021/ja00153a022 ↗
41. 10.1080/1061027960823397010.1080/10610279608233970 ↗
42. DIN EN ISO 18314‐2.2015.Analytical colorimetry‐Part 2: Saunderson correction solutions of the Kubelka‐Munk equation tinting strength hiding power.https://www.din.de/en/getting-involved/standards-committees/npf/publications/wdc-beuth:din21:296151327. Accessed on 20 June 2022.
43. Solvent‐free preparation of primary carbamates