| Stabilization of photochromic systems -> Monitor Keywords |
|
|
  Stabilization of photochromic systemsUSPTO Application #: 20070064195Title: Stabilization of photochromic systems Abstract: Photochromic compositions are disclosed comprising a polymeric material, a photochromic dye, a hydroxyphenyl triazine UV absorber and, optionally, a further light stabilizer selected from the sterically hindered amines. These systems provide a reversible photochromic effect and show improved light stabilization and color fastness. (end of abstract)
Agent: Ciba Specialty Chemicals Corporation Patent Department - Tarrytown, NY, US Inventors: Mara Destro, Dario Lazzari, Dirk Simon, Manuele Vitali USPTO Applicaton #: 20070064195 - Class: 351063000 (USPTO) The Patent Description & Claims data below is from USPTO Patent Application 20070064195. Brief Patent Description - Full Patent Description - Patent Application Claims
[0001] The present invention relates to light stabilized polymer compositions comprising a photochromic dye, to a process of improving the stability and/or colour fastness of a photochromic dye, and to the use of a certain stabilizer for improving the light fastness of photochromic dyes or compositions containing them. [0002] Photochromic systems comprise molecules able to change the color due to a reversible transformation of a chemical species induced by daylight. [0003] Typical photochromic systems employ naphtho- or benzopyrans (chromenes), spiropyrans, spirooxazines. These molecules have found several fields of application especially in plastics (e.g. ophthalmic lenses). One of the most severe limitations to a large scale employment of such devices is due to the intrinsically poor long term stability, e.g. the photostability of both colorless and colored forms under conditions of more or less continuous irradiation with daylight. WO 96/37576 notes some stabilization of these systems using certain light stabilizers. [0004] U.S. Pat. No. 5,770,115 pertains to compositions of a carrier photochromic naphthopyran material and a stabilizer system comprising a polyphenolic antioxidant, a ultraviolet light absorber and a hindered amine light stabilizer. The stabilizer system is used to improve the fatigue resistance of the photochromic naphthopyran compounds. [0005] It has now been found that an improved light stabilization and color fastness of photochromic systems and the dyes used, e.g. of marks and colorations on polymeric materials such as plastics and elastomers, may be achieved using a specific UV absorber and optional further stabilizer. [0006] The UV absorbers are selected from the family of hydroxyphenyltriazines; thus, present invention pertains to a composition comprising [0007] a) a polymeric material containing [0008] b) a photochromic dye and [0009] c) a stabilizer comprising a hydroxyphenyl triazine UV absorber (i) conforming to formula I, II, III, IV or V wherein [0010] Y is phenyl, naphthyl, or said phenyl or said naphthyl substituted by one to three alkyl of 1 to 6 carbon atoms, by halogen, by hydroxy or by alkoxy of 1 to 6 carbon atoms or by mixtures thereof; or Y is Z, or Z.sub.2; X is Z.sub.1 or Z.sub.2; [0011] R.sub.1 is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, halogen, --SR.sub.3, --SOR.sub.3 or --SO.sub.2R.sub.3; or said alkyl, said cycloalkyl or said phenylalkyl substituted by one to three halogen, --R.sub.4, --OR.sub.5, --N(R.sub.5).sub.2, --COR.sub.5, --COOR.sub.5, --OCOR.sub.5, --CN, --NO.sub.2, --SR.sub.5, --SOR.sub.5, --SO.sub.2R.sub.5 or --P(O)(OR.sub.5).sub.2, morpholinyl, piperidinyl, 2,2,6,6-tetramethylpiperidinyl, piperazinyl or N-methylpiperidinyl groups or combinations thereof; or said alkyl or said cycloalkyl interrupted by one to four phenylene, --O--, --NR.sub.5--, --CONR.sub.5--, --COO--, --OCO-- or --CO groups or combinations thereof; or said alkyl or said cycloalkyl both substituted and interrupted by combinations of the groups mentioned above; [0012] R.sub.3 is alkyl of 1 to 20 carbon atoms, alkenyl of 3 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, aryl of 6 to 10 carbon atoms or said aryl substituted by one or two alkyl of 1 to 4 carbon atoms; [0013] R.sub.4 is aryl of 6 to 10 carbon atoms or said aryl substituted by one to three halogen, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms or combinations thereof; cycloalkyl of 5 to 12 carbon atoms; phenylalkyl of 7 to 15 carbon atoms or said phenylalkyl substituted on the phenyl ring by one to three halogen, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms or combinations thereof; or straight or branched chain alkenyl of 2 to 18 carbon atoms; [0014] R.sub.5 is defined as is R.sub.4; or R.sub.5 is also hydrogen or straight or branched chain alkyl of 1 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms; or R.sub.5 a group for formula [0015] T is hydrogen, oxyl, hydroxyl, --OT.sub.1 , alkyl of 1 to 24 carbon atoms, said alkyl substituted by one to three hydroxy; benzyl or alkanoyl of 2 to 18 carbon atoms; [0016] T.sub.1 is alkyl of 1 to 24 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, alkenyl of 2 to 24 carbon atoms, cycloalkenyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, a radical of a saturated or unsaturated bicyclic or tricyclic hydrocarbon of 7 to 12 carbon atoms or aryl of 6 to 10 carbon atoms or said aryl substituted by one to three alkyl of 1 to 4 carbon atoms; [0017] R.sub.2 is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms or cycloalkyl of 5 to 12 carbon atoms; or said alkyl or said cycloalkyl substituted by one to four halogen, epoxy, glycidyloxy, furyloxy, --R.sub.4, --OR.sub.5, --N(R.sub.5).sub.2, --CON(R.sub.5).sub.2, --COR.sub.5, --COOR.sub.5, --OCOR.sub.5, --OCOC(R.sub.5).dbd.C(R.sub.5).sub.2, --C(R.sub.5).dbd.CCOOR.sub.5, --CN, --NCO, or or combinations thereof; or said alkyl or said cycloalkyl interrupted by one to four epoxy, --O--, --NR.sub.5--, --CONR.sub.5--, --COO--, --OCO--, --CO--, --C(R.sub.5).dbd.C(R.sub.5)COO--, --OCOC(R.sub.5).dbd.C(R.sub.5)--, --C(R.sub.5).dbd.C(R.sub.5)--, phenylene or phenylene-G-phenylene in which G is --O--, --S--, --SO.sub.2--, --CH.sub.2-- or --C(CH.sub.3).sub.2-- or combinations thereof, or said alkyl or said cycloalkyl both substituted and interrupted by combinations of the groups mentioned above; or R.sub.2 is --SO.sub.2R.sub.3 or --COR.sub.6; [0018] R.sub.6 is straight or branched chain alkyl of 1 to 18 carbon atoms, straight or branched chain alkenyl of 2 to 12 carbon atoms, phenoxy, alkylamino of 1 to 12 carbon atoms, arylamino of 6 to 12 carbon atoms, --R.sub.7COOH or --NH--R.sub.8--NCO; [0019] R.sub.7 is alkylene of 2 to 14 carbon atoms or phenylene; [0020] R.sub.8 is alkylene of 2 to 24 carbon atoms, phenylene, tolylene, diphenylmethane or a group [0021] R.sub.1 and R.sub.1' are the same or different and are as defined for R.sub.1; [0022] R.sub.2 and R.sub.2' are the same or different and are as defined for R.sub.2; [0023] X, X' are the same or different and are as defined for X; Y and Y' are the same or different and are as defined for Y; t is 0 to 9; [0024] L is straight or branched alkylene of 1 to 12 carbon atoms, cycloalkylene of 5 to 12 carbon atoms or alkylene substituted or interrupted by cyclohexylene or phenylene; or L is benzylidene; or L is --S--, --S--S--, --S--E--S--, --SO--, --SO.sub.2--, --SO--E--SO--, --SO.sub.2--E--SO.sub.2, --CH.sub.2--NH--E--NH--CH.sub.2-- or [0025] E is alkylene of 2 to 12 carbon atoms, cycloalkylene of 5 to 12 carbon atoms or alkylene interrupted or terminated by cycloalkylene of 5 to 12 carbon atoms; n is 2, 3 or 4; [0026] when n is 2; Q is straight or branched alkylene of 2 to 16 carbon atoms; or said alkylene substituted by one to three hydroxy groups; or said alkylene interrupted by one to three --CH.dbd.CH-- or --O--; or said alkylene both substituted and interrupted by combinations of the groups mentioned above; or Q is xylylene or a group --CONH--R.sub.8--NHCO--, --CH.sub.2CH(OH)CH.sub.2O--R.sub.9--OCH.sub.2CH(OH)CH.sub.2--, --CO--R.sub.10--CO--, or --(CH.sub.2).sub.m--COO--R.sub.11--OOC--(CH.sub.2).sub.m--, where m is 1 to 3; or Q is [0027] R.sub.9 is alkylene of 2 to 50 carbon atoms; or said alkylene interrupted by one to ten --O--, phenylene or a group -phenylene-G-phenylene in which G is --O--, --S--, --SO.sub.2--, --CH.sub.2-- or --C(CH.sub.3).sub.2--; Continue reading... Full patent description for Stabilization of photochromic systems Brief Patent Description - Full Patent Description - Patent Application Claims Click on the above for other options relating to this Stabilization of photochromic systems patent application. ###  How KEYWORD MONITOR works... a FREE service from FreshPatents1. Sign up (takes 30 seconds). 2. Fill in the keywords to be monitored. 3. Each week you receive an email with patent applications related to your keywords. Start now! - Receive info on patent apps like Stabilization of photochromic systems or other areas of interest. ### Previous Patent Application: Eyeglasses set with sunglass clip Next Patent Application: Portable securement system for eyewear Industry Class: Optics: eye examining, vision testing and correcting ### FreshPatents.com Support Thank you for viewing the Stabilization of photochromic systems patent info. IP-related news and info Results in 5.2476 seconds Other interesting Feshpatents.com categories: Qualcomm , Schering-Plough , Schlumberger , Seagate , Siemens , Texas Instruments , |
||
