Method for improving the edging of an optical article by providing a temporary layer of an organic material

Abstract

The invention relates to a method for edging an optical article comprising the following steps: providing an optical article having two main faces, at least one of which being coated with an outermost layer; fixing the optical article to a chuck by means of a holding pad, the surface of the holding pad to be contacted with the optical article being coated with an adhesive material; and edging the optical article; wherein prior the step of fixing the optical article to the chuck, at least one temporary protective layer of an organic material is formed onto said outermost layer of the optical article, the organic material of the temporary protective layer comprising at least one organic compound having a fluorinated functional moiety, and a linking functional moiety capable of establishing at least one intermolecular bond or interaction with the adhesive material of the holding pad.

1 .- 42 . (canceled)  
   
   
       43 . A method for edging an optical article comprising: 
 providing an optical article having two main faces, at least one of which is coated with an outermost layer;    fixing the optical article to a chuck with a holding pad, wherein the surface of the holding pad to be contacted with the optical article is coated with an adhesive material; and    edging the optical article with an edging device;    wherein prior to fixing the optical article to the chuck, at least one temporary protective layer of an organic material is formed on the outermost layer of the optical article, the organic material of the temporary protective layer comprising at least one organic compound having a fluorinated functional moiety and a linking functional moiety capable of establishing at least one intermolecular bond or interaction with the adhesive material of the holding pad.    
   
   
       44 . The method of  claim 43 , wherein the at least one organic compound comprises a main chain with two terminal positions, the first terminal position being occupied by the fluorinated functional moiety and the second terminal position being occupied by the linking functional moiety capable of establishing at least one intermolecular bond or interaction with the adhesive material of the holding pad.  
   
   
       45 . The method of  claim 43 , wherein said outermost layer of the optical article is an anti-fouling top coat.  
   
   
       46 . The method of  claim 45 , wherein the anti-fouling top coat is a hydrophobic and/or oleophobic surface coating.  
   
   
       47 . The method of  claim 45 , wherein the anti-fouling top coat is made from a composition comprising at least one fluorinated compound.  
   
   
       48 . The method of  claim 47 , wherein the anti-fouling top coat comprises a fluorine-based resin comprising perfluoropropylene moieties.  
   
   
       49 . The method of  claim 43 , wherein the adhesive material is a pressure sensitive adhesive (PSA).  
   
   
       50 . The method of  claim 43 , wherein the outermost layer of the optical article has a surface energy lower than or equal to 14 mJ/m 2 .  
   
   
       51 . The method of  claim 50 , wherein said outermost layer of the optical article has a surface energy lower than or equal to 12 mJ/m 2 .  
   
   
       52 . The method of  claim 43 , wherein the temporary protective layer imparts to the optical article a surface energy at least equal to 12 mJ/m 2 .  
   
   
       53 . The method of  claim 52 , wherein the temporary protective layer imparts to the optical article a surface energy at least equal to 15 mJ/m 2 .  
   
   
       54 . The method of  claim 43 , wherein the at least one temporary protective layer is formed from a coating material comprising a compound of formula (I):  
       R F,H -A-L  (I)  
     wherein R F,H  is the fluorinated functional moiety, L is the linking functional moiety, and A is a divalent linking arm comprising a covalent link.  
   
   
       55 . The method of  claim 54 , wherein R F,H  is a linear or branched, polymeric, oligomeric or monomeric, perfluoroalkyl, perfluorooxyalkyl, perfluoroalkylthio, fluoroalkyl, fluorooxyalkyl, fluoroalkylthio group or a mixture thereof.  
   
   
       56 . The method of  claim 54 , wherein R F,H  has formula:  
     
       
         
         
             
             
         
       
     
     in which R 1  is a trifluoromethyl, a difluoromethyl, a fluoromethyl or a methyl group, R 2  to R 5  each independently represent a fluorine or an hydrogen atom, n 1  and n 2  each independently represent an integer ranging from 0 to 10.  
   
   
       57 . The method of  claim 54 , wherein R F,H  is a linear perfluoroalkyl group having less than four carbon atoms.  
   
   
       58 . The method of  claim 54 , wherein the linking arm A is an: 
 alkylene group, linear or branched, substituted or not substituted;    cycloalkylene group, substituted or not substituted;    alkenylene or alkynylene group, substituted or not substituted;    divalent heteroarylene group, substituted or not substituted;    arylene group, substituted or not substituted;    acyl(cyclo)alkylene group, acyl(cyclo)alkenylene group, acyl(cyclo)alkynylene group, or acyl(cyclo)arylene group, wherein the acyl function is —C(O)—;    acyloxy(cyclo)alkylene group, acyloxy(cyclo)alkenylene group, acyloxy(cyclo) alkynylene group, or acyloxy(cyclo)arylene group, wherein the acyloxy function is —C(O)O—;    oxy(cyclo)alkylene group, oxy(cyclo)alkenylene group, oxy(cyclo)alkynylene group, or oxy(cyclo)arylene group;    thio(cyclo)alkylene group, thio(cyclo)alkenylene group, thio(cyclo)alkynylene group, or thio(cyclo)arylene group or a sulfo (—SO 2 —) or sulfoxy (—S(O)—) derivative thereof;    amino(cyclo)alkylene group, amino(cyclo)alkenylene group, amino(cyclo)alkynylene group, or amino(cyclo)arylene group;    alkylamino(cyclo)alkylene group, alkylamino(cyclo)alkenylene group, alkylamino(cyclo) alkynylene group, or alkylamino(cyclo)arylene group;    arylamino(cyclo)alkylene group, arylamino(cyclo)alkenylene group, arylamino(cyclo) alkynylene group, or arylamino(cyclo)arylene group;    NHC(O), OC(O), C(O), NHS(O) 2 , NHS(O), OC(O)OC(O), or C(O)C(O) group or any of these connected to an R F,H  group as defined below:                          diorganosilylene group that is unsubstituted or substituted with an alkylene, arylene, alkenylene, or alkynylene group;    or any combination of any of the above groups.    
   
   
       59 . The method of  claim 54 , wherein the linking arm A is a C 1 -C 4  n-alkyl group.  
   
   
       60 . The method of  claim 59 , wherein the linking arm A is a methylene or ethylene.  
   
   
       61 . The method of  claim 54 , wherein the linking functional moiety comprises at least one group capable of establishing at least one covalent bond with the adhesive material of the holding pad.  
   
   
       62 . The method of  claim 54 , wherein the linking functional moiety comprises at least one group capable of establishing at least one non-covalent bond or interaction with the adhesive material of the holding pad, said bond or interaction further defined as a hydrogen bond, a van der Waals bond, a hydrophobic interaction, an aromatic CH-π interaction, a cation-π interaction or a charge-charge attractive interaction.  
   
   
       63 . The method of  claim 62 , wherein the linking functional moiety comprises at least one group capable of establishing at least one hydrogen bond with the adhesive material of the holding pad, said group being further defined as a hydrogen bond-donor and/or a hydrogen bond-acceptor.  
   
   
       64 . The method of  claim 63 , wherein the hydrogen bond-donor group is one of:  
     
       
         
         
             
             
         
       
     
   
   
       65 . The method of  claim 63 , wherein the hydrogen bond-acceptor group is one of:  
     
       
         
         
             
             
         
       
     
   
   
       66 . The method of  claim 43 , wherein the at least one temporary protective layer is formed from a coating material comprising compounds of formulae (II) to (V):  
     
       
         
         
             
             
         
       
     
   
   
       67 . The method of  claim 43 , wherein the at least one temporary protective layer of an organic material is formed from a coating solution comprising the coating material and at least one solvent further defined as a fluorinated solvent or alcanol.  
   
   
       68 . The method of  claim 67 , wherein the solvent comprises a fluorinated solvent further defined as a fluorinated alkane, perfluoro alkane, fluorinated ether oxide, or perfluoroalkyl alkyl ether oxide.  
   
   
       69 . The method of  claim 43 , wherein the physical thickness of the temporary protective layer ranges from 5 to 50 nm.  
   
   
       70 . The method of  claim 43 , wherein the two main faces of the optical article are coated with an outermost layer coated with the temporary protective layer.  
   
   
       71 . The method of  claim 43 , wherein the temporary protective layer is coated on an area covering the whole surface of at least one of the two main faces of the optical article.  
   
   
       72 . The method of  claim 43 , wherein the temporary protective layer is coated only on the area of said optical article to be in contact with the holding pad during use.  
   
   
       73 . The method of  claim 43 , wherein the temporary protective layer is removable through mechanical action or treatment in a liquid medium after the optical article has been edged.  
   
   
       74 . The method of  claim 43 , wherein the optical article is subjected to an offset not higher than 3° during edging.  
   
   
       75 . The method of  claim 74 , wherein the optical article is subjected to an offset equal to or lower than 2° during edging.  
   
   
       76 . The method of  claim 75 , wherein the optical article is subjected to an offset equal to or lower than 1° during edging.  
   
   
       77 . The method of  claim 43 , wherein the optical article is an ophthalmic lens.  
   
   
       78 . An optical article comprising two faces, at least one of which being coated with an outermost layer, wherein at least one temporary protective layer of an organic material is formed on said outermost layer of said optical article, the organic material of the temporary protective layer comprising at least one organic compound having a fluorinated functional moiety, and a linking functional moiety capable of establishing at least one intermolecular bond or interaction.  
   
   
       79 . The optical article of  claim 78 , wherein said at least one organic compound has a main chain with two terminal positions, the first terminal position being occupied by the fluorinated functional moiety, and the second terminal position being occupied by the linking functional moiety capable of establishing at least one intermolecular bond or interaction.  
   
   
       80 . The optical article of  claim 78 , wherein said outermost layer of the optical article is an anti-fouling top coat, preferably a hydrophobic and/or oleophobic surface coating.  
   
   
       81 . The optical article of  claim 78 , wherein the hydrophobic and/or oleophobic surface coating is deposited on a mono- or multilayered anti-reflection coating or on a hard coating.  
   
   
       82 . The optical article of  claim 78 , wherein the fluorinated functional moiety is a linear perfluoroalkyl group with less than four carbon atoms.  
   
   
       83 . The optical article of  claim 78 , wherein the linking functional moiety of said organic compound is capable of establishing at least one intermolecular bond or interaction with the adhesive material of a holding pad coated with an adhesive material.  
   
   
       84 . The optical article of  claim 83 , wherein the linking functional moiety is able to form at least one hydrogen bond with the adhesive material of said holding pad.  
   
   
       85 . The optical article of  claim 78 , wherein the fluorinated functional moiety and the linking functional moiety are connected by means of a linking arm further defined as an: 
 alkylene group, linear or branched, substituted or not substituted;    cycloalkylene group, substituted or not substituted;    alkenylene or alkynylene group, substituted or not substituted;    divalent heteroarylene group, substituted or not substituted;    arylene group, substituted or not substituted;    acyl(cyclo)alkylene group, acyl(cyclo)alkenylene group, acyl(cyclo)alkynylene group, or acyl(cyclo)arylene group, wherein the acyl function is —C(O)—;    acyloxy(cyclo)alkylene group, acyloxy(cyclo)alkenylene group, acyloxy(cyclo) alkynylene group, or acyloxy(cyclo)arylene group, wherein the acyloxy function is —C(O)O—;    oxy(cyclo)alkylene group, oxy(cyclo)alkenylene group, oxy(cyclo)alkynylene group, or oxy(cyclo)arylene group;    thio(cyclo)alkylene group, thio(cyclo)alkenylene group, thio(cyclo)alkynylene group, or thio(cyclo)arylene group or a sulfo (—SO 2 —) or sulfoxy (—S(O)—) derivative thereof;    amino(cyclo)alkylene group, amino(cyclo)alkenylene group, amino(cyclo)alkynylene group, or amino(cyclo)arylene group;    alkylamino(cyclo)alkylene group, alkylamino(cyclo)alkenylene group, alkylamino(cyclo) alkynylene group, or alkylamino(cyclo)arylene group;    arylamino(cyclo)alkylene group, arylamino(cyclo)alkenylene group, arylamino(cyclo) alkynylene group, or arylamino(cyclo)arylene group;    NHC(O), OC(O), C(O), NHS(O) 2 , NHS(O), OC(O)OC(O), or C(O)C(O) group or any of these connected to an R F,H  group as defined below:                          diorganosilylene group that is unsubstituted or substituted with an alkylene, arylene, alkenylene, or alkynylene group;    a C 1 -C 4  n-alkyl group;    or any combination of any of the above groups.    
   
   
       86 . The optical article of  claim 78 , wherein the temporary protective layer imparts to the optical article a surface energy of at least 12 mJ/m 2    
   
   
       87 . The optical article of  claim 86 , wherein the temporary protective layer imparts to the optical article a surface energy of at least 15 mJ/m.  
   
   
       88 . The optical article of  claim 78 , wherein the physical thickness of the temporary protective layer ranges from 5 to 50 nm.  
   
   
       89 . A method for preparing an optical article of  claim 78 , comprising: 
 providing an optical article having two main faces, at least one of which being coated with an outermost layer; and    forming at least one temporary protective layer of an organic material on the outermost layer of said optical article, by coating said outermost layer with a coating solution containing at least one organic compound having a fluorinated functional moiety, and a linking functional moiety capable of establishing at least one intermolecular bond or interaction.    
   
   
       90 . The method of  claim 89 , wherein the coating solution is applied using any one of dip coating, spray coating, spin coating, flow coating, brush coating or vacuum deposition.