Use of sulfonated 2-(2'-hydroxyaryl)-s-triazines as photostabili

Details Use of sulfonated 2-(2'-hydroxyaryl)-s-triazines as photostabili Use of sulfonated 2-(2'-hydroxyaryl)-s-triazines as photostabili

1986-08-07

1987-10-06

Lieberman, Paul

Bleaching and dyeing; fluid treatment and chemical modification

Chemical modification of textiles or fibers or products thereof

Proteinaceous fibers

D06M 302, D06M 1300

Patent

active

046980644

DESCRIPTION:

BRIEF SUMMARY
This invention relates to a method for protecting wool and other proteinaceous fibrous materials against photodegradation by the use of sulfonated 2-hydroxyphenyl-s-triazine derivatives.
Sunlight damages textile materials in several ways. Undyed wool fabrics frequently turn yellow while dyed fabrics may undergo both photoyellowing and dye fading. Sunlight damage also manifests itself as a loss in strength and abrasion resistance of fabrics, a phenomenon generally referred to as phototendering. Wool curtains and automotive upholstery are especially prone to photo-tendering, particularly in hot, sunny regions. Prolonged exposure to heat alone also causes wool fabrics to become yellow, albeit at a slower rate than does exposure to sunlight and heat together.
It is well known that most synthetic fibres and plastics are damaged by light, and it is commonplace for additives, including ultraviolet absorbers, to be added to these materials before or during fabrication to retard subsequent damage by exposure to sunlight. There are many types of ultraviolet absorber, the 2-hydroxybenzophenones, 2,2'-dihydroxybenzophenones and 2-hydroxyphenylbenzotriazoles being the most widely known and used. 2-Hydroxyphenyl-s-triazines are also well known UV-absorbers, although they are not widely used. All these UV-absorbers are generally believed to function primarily by preferentially absorbing the incident ultraviolet light and dissipating its energy harmlessly, thus minimising damage to the treated fibrous or plastic material. They probably also function by scavenging radical species produced during exposure.
The vast majority of UV-absorbers are unsulfonated compounds, because their apolar nature makes them more suitable for application to most synthetic fibres and plastics. However, wool, silk and other protein fibres, being polar fibres containing cationic groups, are much more amenable to treatment with sulfonated (anionic) UV-absorbers than with the non-sulfonated parent compounds.
Sulfonated UV-absorbers of the 2-hydroxybenzophenone, 2,2'-dihydroxybenzophenone and 2-hydroxyphenylbenzotriazole types have been described previously, and recommended as photoprotective agents for wool, nylon and other polar fibres.
See for example: Yellowing, W. G. Rose, M. K. Walden and J. E. Moore, Text. Res. J. 1961, 31, 495. Yellowing of Wool by Ultraviolet Radiation, J. Cegarra, J. Ribe and P. Miro, J. Soc. Dyers Colour., 1972, 88, 293. Long-chain Substituted 2-Hydroxybenzophenones, B. Milligan and L. A. Holt, Polym. Degr. Stab., 1983, 5, 339. 2-Hydroxybenzophenones and 2,2'-Dihydroxybenzophenones, B. Milligan and L. A. Holt, Polym. Degr. Stab., 1985, 10, 335. Damage Caused by Prolonged Exposure of Wool to Light, P. J. Waters, N. A. Evans, L. A. Holt and B. Milligan, Proc. Int. Wool Text. Res. Conf., Pretoria, 1980, V, 195. Photooxidation of Wool, I. H. Leaver, P. J. Waters and N. A. Evans, J. Polym. Sci., Polym. Chem. Edn., 1979, 17, 1531. Photostabilising Agents for Natural and Synthetic Fibres, CSIRO, European Patent Appl. No. 83307443.8 (Dec. 7, 1983).
Unsulfonated absorbers of the 2-hydroxyphenyl-s-triazine type are well known--see, for example: 29, 1965). 1965). Netherlands Pat. No. 6408514 (Jan. 27, 1965). o-Hydroxyphenyl-s-triazinen, H. Brunetti and C. E. Luthi, Helv. Chim. Acta., 1972, 55, 1566.
However, sulfonated UV-absorbers of the 2-hydroxyphenyl-s-triazine type are almost unknown, the only examples containing .omega.-sulfoalkyloxy groups (see `Hydroxyphenyl-1,3,5-triazine derivatives containing sulfonic groups for use as stabilisers for perfumes, soaps, plastic films and photographic gelatin compositions`. CIBA Ltd., French Pat. No. 1494413, Sept. 8, 1967). No claim was made for the use of these compounds on natural or synthetic fibres.
The sulfonated 2-hydroxyphenyl-s-triazines described herein differ from the above compounds in that the sulfonic acid groups are attached directly to aromatic rings. Several of these UV-absorbers are more effective photostabilizers for wool (against both phototendering and photoyellowing) th

REFERENCES:
Helv Chim Acta, 1972, 55, 1566.

Affiliated with

Also associated with

Rating

Use of sulfonated 2-(2'-hydroxyaryl)-s-triazines as photostabili does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Use of sulfonated 2-(2'-hydroxyaryl)-s-triazines as photostabili, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Use of sulfonated 2-(2'-hydroxyaryl)-s-triazines as photostabili will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2115450