The photoyellowing of stilbene-derived fluorescent whitening agents - Mass spectrometric characterization of yellow photoproducts

Photochemistry and Photobiology

Volumn 84, Issue 1, 2008, Pages 145-153

  Dyer, Jolon M ^a   Cornellison, Charisa D ^a   Bringans, Scott D ^b   Maurdev, George ^c   Millington, Keith R ^c  

^a AGRESEARCH LTD   (New Zealand)

^b PROTEOMICS INTERNATIONAL   (Australia)

^c CSIRO   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

4,4' BIS(2 SULFOSTYRYL)BIPHENYL; 4,4'-BIS(2-SULFOSTYRYL)BIPHENYL; BIPHENYL DERIVATIVE; FLUORESCENT DYE; STILBENE DERIVATIVE; UNCLASSIFIED DRUG;

CHEMICAL STRUCTURE; CHEMISTRY; COLOR; CONFERENCE PAPER; ELECTROSPRAY MASS SPECTROMETRY; OXIDATION REDUCTION REACTION; PHOTOCHEMISTRY; TANDEM MASS SPECTROMETRY;

BIPHENYL COMPOUNDS; COLOR; FLUORESCENT DYES; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; PHOTOCHEMISTRY; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; STILBENES; TANDEM MASS SPECTROMETRY;

EID: 37249002341     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1751-1097.2007.00210.x     Document Type: Conference Paper

References (21)

1. Ingham, J. S. (1954) Colour fastness and textile finishing requirements of the ultimate consumer. J. Soc. Dyers Colour. 70, 227 229.
2. Lennox, F. C. (1969) Studies in wool yellowing. Part XXV: Ultraviolet sensitisation to hydrothermal yellowing. Text. Res. J. 39, 700 702.
3. Duffield, P. D. M. Lewis (1985) The yellowing and bleaching of wool. Rev. Prog. Coloration 15, 38 51.
4. Millington, K. R. G. Maurdev (2004) The generation of superoxide and hydrogen peroxide by exposure of fluorescent whitening agents to UVA radiation and its relevance to the rapid photoyellowing of whitened wool. J. Photochem. Photobiol. A, Chem. 165, 177 185.
5. Millington, K. R. G. Maurdev (2005) The Mechanism of Photoyellowing of Fluorescent Whitened Wool. Proc 11th Int Wool Text Res Conf, Leeds, UK. 102FWSA.
6. Dyer, J. M., S. D. Bringans W. G. Bryson (2006) Determination of photo-oxidation products within photoyellowed bleached wool proteins. Photochem. Photobiol. 82, 551 557.
7. Dyer, J. M., S. D. Bringans W. G. Bryson (2006) Characterisation of photo-oxidation products within photoyellowed wool proteins - Tryptophan and tyrosine-derived chromophores. Photochem. Photobiol. Sci. 5 (7 698 706.
8. de los Santos, M., C. Nerin, C. Domeno R. Batlle (2004) Analysis of fluorescent whitening agents using reversed-phase HPLC and mass spectrometry. LC-GC Eur. 17, 6 13.
9. Stoll, J. M. A., M. M. Ulrich W. Giger (1998) Dynamic behavior of fluorescent whitening agents in Greifensee: Field measurements combined with mathematical modeling of sedimentation and photolysis. Environ. Sci. Technol. 32, 1875 1881.
10. Kramer, J. B., S. Canonica J. Hoigne (1996) Degradation of fluorescent whitening agents in sunlit natural waters. Environ. Sci. Technol. 30, 2227 2234.
11. Smit, K. J. K. P. Ghiggino (1990) Flash photolysis studies of a sulphonated bis-styrylbiphenyl fluorescent dye. Dyes Pigments 13, 45 53.
12. Holt, L. A. B. Milligan (1974) Fluorescent whitening agents Part III: Photodecomposition of disodium 4,4′-diacetamidostilbene-2,2′- disulfonate. Textile Res. J. 44, 181 183.
13. Wong-Wah-Chung, P., G. Mailhot M. Bolte (2001) 4,4′- Diaminostilbene-2,2′-disulfonate (DSD) behaviour: Under irradiation in water. Decrease of its activity as a fluorescent whitening agent. Photochem. Photobiol. 138, 275 280.
14. Oda, H., N. Kuramoto T. Kitao (1981) Mechanism of the photofading of stilbene-fluorescent dyes. Contribution of singlet oxygen to the photofading of 4,4′-bisacetamidostilbene. J. Soc. Dyers Colour. 97, 462 464.
15. Bringans, S. D., J. M. Dyer, J. E. Plowman W. G. Bryson (2006) Kynurenine located within keratin proteins isolated from photoyellowed wool fabric. Textile Res. J. 76, 288 294.
16. Rao, N. R., N. Venkateswarlu, S. Khalid R. Narsimha (2005) LC-PDA and LC-ESI-MS separation and determination of process-related substances arising from stilbene-type fluorescent whitening agents. Application to monitoring of their photodegradation products in industrial effluents and aqueous environmental systems. J. Sep. Sci. 28, 443 452.
17. Volná, K., M. Holčapek, P. Suwanruji H. S. Freeman (2006) Mass spectrometric analysis of sulphonated dyes based on diaminobiphenyls. Color. Technol. 122, 22 26.
18. Blanco, M., L. Jiménez I. Valverde (2001) Degradation of stilbene-type fluorescent whitening agent with hypochlorite: Identification of the degradation products by capillary electrophoresis. Environ. Tox. Chem. 20, 2193 2197.
19. Durbeej, B. L. A. Eriksson (2005) Photodegradation of substituted stilbene compounds: What colors aging paper yellow? J. Phys. Chem. A 109, 5677 5682.
20. Li, C. A. J. Ragauskas (2000) Brightness reversion of mechanical pulps. Part XVII: Diffuse reflectance study on brightness stabilization by additives under various atmospheres. Cellulose, 7, 369 385.
21. Ruffin, B. A. Castellan (2000) Photoyellowing of peroxide-bleached lignin-rich pulps: A photochemical study on stilbene-hydroquinone chromophores issued from β-5 units of lignin during refining and (or) bleaching. Can. J. Chem. 78, 73 83.