AND POLYMERIC MATERIALS
Russian Journal of Applied Chemistry, 2011, Vol. 84, No. 4, pp. 670−675.
Pleiades Publishing, Ltd., 2011.
Original Russian Text © N.B. Sokolova, I.V. Lisina, N.A. Tamoshauskas, 2011, published in Zhurnal Prikladnoi Khimii, 2011, Vol. 84, No. 4, pp. 633−638.
Photostabilization of Xanthene, Triarylmethane,
and Azine Dyes in Polymeric Matrix
N. B. Sokolova, I. V. Lisina, and N. A. Tamoshauskas
St. Petersburg State Technological Institute, St. Petersburg, Russia
Received December 21, 2010
Abstract—Lightfast of red xanthene and blue azine and triphenylmethane dyes in mixtures with azo dyes of
1-phenyl-3-methyl-5-pyrazolone in the polymer ﬁ lms from cellulose acetobutirate were studied.
In [1–3] earlier it was shown that using binary compo-
sitions of certain lightfast and not lightfast hydrophobic
dyes lightfastness of the latter can be enhanced and,
moreover, make possible their application to creating
polymer-based ﬁ lters. In the development of optical ﬁ lters
based on cellulose esters, acetobutirate and triacetate, hy-
drophobic dyes: domestic fat-soluble and disperse dyes,
as well as their foreign analogs, Easton, Sudan, Celliton
are commonly used as absorbing agents.
Examination of photodegradation of new mono-
azo dyes of 1-phenyl-3-methyl-5-pyrazolone revealed
extremely high lightfastness of these dyes in various
polymers including cellulose acetobutirate . These
dyes are of yellow-orange colors and are usually used
for the absorption of background light transmittance in
the shortwave region of the visible spectrum in blue and
red ﬁ lters.
Therefore, it was interesting to determine the effect of
lightfast pyrazolone dyes on an unstable red and blue basic,
fat and alcohol soluble dyes, as in the case of reducing the
degree of photodegradation of the latter a range of dyes
of blue and red palette could be signiﬁ cantly expanded.
Derivatives of 1-phenyl-3-methyl-5-pyrasolone stud-
ied in  of a general formula
where R, R
, and R
= H, COOH, Сl, OCH
chosen as an object of study.
These were lightfast dyes, which in the case of two-
fold increase in exposure time (Table 1) almost did not
change their properties.
From xanthene dyes we selected for examination Rho-
damine G (C.I. 45160) (VII), Rhodamine B (C.I. 45170)
(VIII), and Rhodamine 4B (C.I. 45175) (IX) (their light-
fastness is listed in Table. 2).
In addition to red Rhodamines in the binary com-
positions with yellow pyrasolone dyes blue dyes of
triarylmethane, thiazine, and diazine series were studied:
fat-soluble blue R (C.I. 44040) (X), Toluidine Blue O
(C.I. 52040) (XI), and Acid Blue BL (C.I.50315) (XII)
For study of lightfastness of the compositions of
pyrasolone dyes with Rhodamines and blue ﬁ lter dyes
we produced 48 polymeric ﬁ lm ﬁ lters based on cellulose
acetobutirate (CAB) by pouring the polymer composition
on the polished glass with the bounding box. In calculation
of required amounts of dyes we used their spectral
characteristics recorded in a mixture of chloroform :
ethanol (85 : 15), from which we performed pouring of the
ﬁ lms. Comparison of the spectral characteristics of dyes
in the liquid solution and solid (polymer) demonstrated
that the spectra did not undergo changes and, therefore,
the dyes did not interact with cellulose acetobutirate.
Photodegradation of painted ﬁ lms was conducted with
the help of a setup of accelerated light aging Xenon Long
Life Fade Meter XFL-1 in accordance with a technique