Novel dyes and use thereof in thermal imaging members and methods

Abstract

There are described novel fluorescein dye compounds and imaging members and imaging methods utilizing the compounds. The fluorescein dye compounds exhibit a first color when in the crystalline form and a second color, different from the first color, when in the liquid, amorphous form.

1 . A compound represented by the formula  
       
         
           
           
               
               
           
         
         wherein:  
         R 1 , R 2 , R 5 , R 6 , R 8 , R 9  and R 10  are each independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, heterocycloalkyl, substituted heterocycloalkyl, substituted carbonyl, acylamino, halogen, nitro, nitrilo, sulfonyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, oxygen, substituted oxygen, nitrogen, substituted nitrogen, sulfur and substituted sulfur;  
         R 3  and R 4  are each independently selected from the group consisting of hydrogen, alkyl having from 1 to 3 carbon atoms, substituted alkyl having from 1 to 3 carbon atoms, alkenyl having from 1 to 3 carbon atoms, substituted alkenyl having from 1 to 3 carbon atoms, alkynyl having from 1 to 3 carbon atoms, substituted alkynyl having from 1 to 3 carbon atoms, substituted oxygen, substituted nitrogen, and substituted sulfur; pg, 45   
         R 7  is absent or selected from the group consisting of hydrogen, alkyl substituted alkyl alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, heterocycloalkyl, substituted heterocycloalkyl, substituted carbonyl, acylamino, halogen, nitro, nitrilo, sulfonyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, oxygen, substituted oxygen, nitrogen, substituted nitrogen, sulfur and substituted sulfur;  
         R 11  is selected from the group consisting of hydrogen, alkyl substituted alkyd alkenyl substituted alkenyl, alkynyl, substituted alkynyl, heterocycloalkyl, substituted heterocycloalkyl, substituted carbonyl, acylamino, sulfonyl, aryl, substituted aryl, heteroaryl and substituted heteroaryl; and  
         X 1  is carbon or nitrogen;  
         provided that at least one of R 1 , R 2 , R 5  and R 6  is selected from the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, heterocycloalkyl, substituted heterocycloalkyl, aryl, substituted aryl, heteroaryl and substituted heteroaryl.  
       
     
     
         2 - 15 . (canceled)