V. Trichet et al., ATTEMPT TO PHOTOSTABILIZE PAPER MADE FROM HIGH-YIELD PULP BY APPLICATION OF UV SCREENS IN CONJUNCTION WITH THIOLS, Journal of photochemistry and photobiology. A, Chemistry, 95(2), 1996, pp. 181-188
The stabilization against photoinduced brightness reversion of peroxid
e-bleached stoneground wood pulp by two phenolic UV screens (methyl 3-
hydroxy-4-benzoylphenoxy acetate (DHBE) and methyl 3-(2 ''-benzotriazi
nyl)-4'-hydroxy-5'-terbutylphenyl propanoate (HBTE)) and two polyethyl
eneoxythiols (2-(2'-methoxyethoxy) ethanethiol (MSH) and 2,2'-oxydieth
anethiol (DSH)), individually or in combination (DHBE + MSH and HBTE DSH), was investigated. A synergistic photostabilization effect was o
bserved between the thiol and the UV absorber, but was not retained du
ring irradiation due to thiol consumption probably by Michael-type add
ition on the quinones, generated by light. Moreover, during the irradi
ation, the HBTE derivative was found to be very stable on paper in con
trast with the DHBE compound. This effect was related to the presence
in HBTE of a bulky substituent (tert-butyl) adjacent to the phenolic g
roup which locks the molecule in a favorable conformation for proton t
ransfer in the ground and excited states.