Switchable special effect substances

Abstract

A process for altering the absorption of electromagnetic radiation by one or more compounds of the general formulae (I) wherein these compounds are irradiated with electromagnetic radiation of wavelength from 300 to 750 nm. The use of compounds of the general formula (I) or (II) for marking materials, for example paper or mineral oil, and use of compounds of the general formula (I) or (II) for causing a color change. The use of compounds of the general formula (I) or (II) for laser welding, heat management, as a photoinitiator, as a free-radical scavenger or for detection of oxygen. A process for regulating the absorption or transmission of electromagnetic radiation by a material wherein one or more compounds of the general formula (I) or (II) are contacted with this material and these compounds are irradiated with electromagnetic radiation of wavelength from 300 to 750 nm. Specific compounds of the general formula (I).

1 - 5 . (canceled) 
     
     
         6 . A method of detecting the marking of a material, causing a color change, laser welding, managing heat, providing a photoinitiator, providing a free-radical scavenger, or detecting oxygen, said method comprising:
 altering the absorption of electromagnetic radiation of at least one compound represented by formula (I)   
       
         
           
           
               
               
           
         
       
       by irradiating the at least one compound with electromagnetic radiation at a wavelength from 300 to 750 nm wherein the irradiation with electromagnetic radiation at a wavelength from 300 to 750 nm results in a bathochromic shift in the absorption spectrum of the at least one compound represented by formula (I)
 wherein 
 R 1 , R 2  are the same or different and are each independently amino, C 1 -C 8 -alkylamino, C 1 -C 8 -dialkylamino, arylamino, diarylamino, N-heterocyclyl, triarylaminyl, hydroxyl, C 1 -C 8 -alkoxy, aryloxy, 
 R 3 , R 4  are the same or different and are each independently a single bond, C 1 -C 8 -alkylene, C 3 -C 6 -cycloalkylene, arylene, C 8 -C 14 -phenylalkylene, 
 X are the same or different and are each independently C 1 -C 20 -alkoxy, C 1 -C 20 -alkylthio, aryloxy, arylthio, halogen, cyano, CO- 2 R, SO 3 R. SO 2 R, or a group 
 
       
         
           
           
               
               
           
         
         where 
         A is S, SO 2 , 
         r is 2, 3, 4, 5, 6, 
         R 8  is C 1 -C 20 -alkyl, C 1 -C 20 -alkoxy,
 and 
 if m=1, different X together may be a thio group, 
 
         R are the same or different and are each independently H, C 1 -C 8 -alkyl, aryl, 
         n, p is 0, 1, 2, 3 or 4, 
         m is 0, 1, 2 or 3, 
         and where the substituents R, R 1 , R 2 , R 3  or R 4  may each be interrupted at any position by one or more heteroatoms with valences saturated if appropriate by H, where the number of these heteroatoms is not more than four, and/or may be substituted in each case at any position, but not more than five times, by NR 5 R 6 , CONR 5 R 6 , COOM, COOR 5 , SO 3 M, SO 3 R 5 , where 
         R 5 , R 6  are the same or different and are each independently H, aryl, 
         M is H, alkali metal, NR 7   4 , 
         is independently H, 
         CN, NO 2 , C 1 -C 20 -alkyl, C 1 -C 20 -alkoxy, aryl, aryloxy, heterocycles, heteroatoms or halogen, where these may likewise be substituted not more than twice by the groups mentioned. 
       
     
     
         7 . The method according to  claim 6 , wherein said method is a method of detecting the marking of a material and said material is paper. 
     
     
         8 . The method according to  claim 6 , wherein said method is a method of detecting the marking of a material and said material is mineral oil. 
     
     
         9 . The method according to  claim 6 , wherein said method is a method of causing a color change. 
     
     
         10 . The method according to  claim 9 , wherein said method causes a color change on paper. 
     
     
         11 . The method according to  claim 6 , wherein said method is a method of laser welding. 
     
     
         12 . The method according to  claim 6 , wherein said method is a method of managing heat. 
     
     
         13 . The method according to  claim 6 , wherein said method is a method of providing a photoinitiator. 
     
     
         14 . The method according to  claim 6 , wherein said method is a method of providing a free-radical scavenger. 
     
     
         15 . The method according to  claim 6 , wherein said method is a method of detecting oxygen. 
     
     
         16 . A process for regulating the absorption or transmission of electromagnetic radiation by a material, said method comprising contacting at least one compound represented by formula (I) with the material and irradiating the at least one compound with electromagnetic radiation at a wavelength from 300 to 750 nm,
 wherein the irradiation with electromagnetic radiation at a wavelength from 300 to 750 nm results in a bathochromic shift in the absorption spectrum of the at least one compound represented by formula (I):   
       
         
           
           
               
               
           
         
         wherein 
         R 1 , R 2  are the same or different and are each independently amino, C 1 -C 8 -alkylamino, C 1 -C 8 -dialkylamino, arylamino, diarylamino, N-heterocyclyl, triarylaminyl, hydroxyl, C 1 -C 8 -alkoxy, aryloxy, 
         R 3 , R 4  are the same or different and are each independently a single bond, C 1 -C 8 -alkylene, C 3 -C 6 -cycloalkylene, arylene, C 8 -C 14 -phenylalkylene, 
         X are the same or different and are each independently C 1 -C 20 -alkoxy, C 1 -C 20 -alkylthio, aryloxy, arylthio, halogen, cyano, CO- 2 R, SO 3 R, SO 2 R, or a group 
       
       
         
           
           
               
               
           
         
         where 
         A is S, SO 2 , 
         r is 2, 3, 4, 5, 6, 
         R 8  is C 1 -C 20 -alkyl, C 1 -C 20 -alkoxy,
 and 
 if m=1, different X together may be a thio group, 
 
         R are the same or different and are each independently H, C 1 -C 8 -alkyl, aryl, 
         n, p is 0, 1, 2, 3 or 4, 
         m is 0, 1, 2 or 3, 
         and where the substituents R, R 1 , R 2 , R 3  or R 4  may each be interrupted at any position by one or more heteroatoms with valences saturated if appropriate by H, where the number of these heteroatoms is not more than four, and/or may be substituted in each case at any position, but not more than five times, by NR 5 R 6 , CONR 5 R 6 , COOM, COOR 5 , SO 3 M, SO 3 R 5 , where 
         R 5 , R 6  are the same or different and are each independently H, C 1 -C 8 -alkyl, aryl, 
         M is H, alkali metal, Ne 7   4 , 
         R 7  is independently H, C 1 -C 8 -alkyl, 
         CN, NO 2 , C 1 -C 20 -alkyl, C 1 -C 20 -alkoxy, aryl, aryloxy, heterocycles, heteroatoms or halogen, where these may likewise be substituted not more than twice by the groups mentioned. 
       
     
     
         17 . The process according to  claim 16 , wherein the absorption of IR radiation is regulated by the material. 
     
     
         18 . The process according to  claim 17 , wherein the material provides heat management or for thermal insulation. 
     
     
         19 . The process according to  claim 16 , wherein the absorption of visible light by the material is regulated. 
     
     
         20 . The process according to  claim 19 , wherein the material provides brightness management. 
     
     
         21 . The process according to  claim 16 , wherein the material is a window. 
     
     
         22 . A compound represented by formula (I), 
       
         
           
           
               
               
           
         
         wherein 
         R 1 , R 2  are the same or different and are each independently C 1 -C 8 -alkylamino, C 1 -C 8 -arylamino, diarylamino, N-heterocyclyl, triarylaminyl, 
         R 3 , R 4  are the same or different and are each independently C 1 -C 8 -alkylene, arylene, 
         X are the same or different and are each independently halogen, cyano, or a group 
       
       
         
           
           
               
               
           
         
         where 
         A is S, SO 2 , 
         r is 2, 3, 4, 5, 6, 
         R 8  is C 1 -C 20 -alkyl, C 1 -C 20 -alkoxy,
 n, p are 0, 1 or 2, 
 m is 0 or 1, 
 
         and where the substituents R 1 , R 2  may each be substituted at any position, but not more than five times, by C 1 -C 20 -alkyl, C 1 -C 20 -alkoxy. 
       
     
     
         23 . A material in contact with the compound according to  claim 22 . 
     
     
         24 . A polymer, coating or glass comprising the compound according to  claim 22 . 
     
     
         25 . A compound represented by formula (V) 
       
         
           
           
               
               
           
         
         where 
         R 30  is straight-chain or branched hexyl, heptyl, octyl, C 1 -C 20 -alkoxy, 
         R 31  is H, CHO, CH 2 CN, CH═CH—CN, CH═CH—COOR 32 , (CH 2 ) r —NH 2 , (CH 2 ) r —COOR 32 , NH 2 , NO 2 , halogen, (CH 2 ) r —SH, (CH 2 ) r —NHCO-t-Bu where r=2, 3, 4, 5 or 6, 
         X is a single bond, 2H, S, 
         R 32  is C 1 -C 20 -alkyl, 
         with the proviso that R 30  is not C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy and, at the same time, R 31  is not H or CHO and, at the same time, X is not 2H.