1. A method for preparing a compound of Formula V
wherein
K is, together with the two contiguous linking carbon atoms, a phenyl ring, a 5- or 6-membered heteroaromatic ring or an aromatic 8-, 9- or 10-membered fused carbobicyclic or heterobicyclic ring system wherein each ring or ring system is optionally substituted;
R1 is H, C1 to C4 alkyl or CO2R3;
R2 is H or C1 to C4 alkyl;
R3 is C1 to C4 alkyl; and
R4 is CHR1R2;
the method comprising
contacting a compound of Formula III,
\u2003wherein A is NH and K is as defined for Formula V,
with a compound of Formula IV
R1R2CHS(O)R4\u2003\u2003IV
\u2003wherein R4 is CHR1R2 and R1 and R2 are as defined for Formula V, in dichloromethane as an inert solvent and in the presence of sulfur trioxide as an activating agent to form a reaction product, and washing the reaction product in the inert solvent with an aqueous solution of a base to form the compound of Formula V.
2. The method of claim 1 wherein the base is selected from an alkali metal carbonate, hydroxide or phosphate.
3. The method of claim 1 wherein the amount of sulfur trioxide is about 1.8 to 2.2 equivalents relative to the amount of the compound of Formula III.
4. The method of claim 3 wherein the amount of sulfur trioxide is about 1.9 to 2.1 equivalents relative to the amount of the compound of Formula III.
5. The method of claim 1 wherein the amount of the compound of Formula IV is about 0.5 to 3 equivalents relative to the amount of sulfur trioxide.
6. The method of claim 5 wherein the amount of the compound of Formula IV is about 1 to 2 equivalents relative to the amount of sulfur trioxide.
7. The method of any of claims 1 through 6 wherein R1 is H or CO2CH3, R2 is H, and R4 is CH3 or CH2CO2CH3.
8. The method of claim 7 wherein R1 is H, R2 is H and R4 is CH3.
9. The method of any of claims 1 through 6 wherein K, together with the two contiguous carbon atoms, is a phenyl ring optionally substituted with one or more groups independently selected from halogen, C1\u2013C4 alkyl, C1\u2013C4 alkoxy, C1\u2013C4 haloalkyl, C1\u2013C4 haloalkoxy, phenyl and phenoxy, each phenyl or phenoxy group optionally substituted with one or more groups independently selected from halogen, C1\u2013C4 alkyl, C1\u2013C4 alkoxy, C1\u2013C4 haloalkyl and C1\u2013C4 haloalkoxy.
The claims below are in addition to those above.
All refrences to claim(s) which appear below refer to the numbering after this setence.
1. A multi-component composite coating comprising:
(a) a first coating formed from a composition comprising a melamine group-containing polyethylenically unsaturated compound comprising a plurality of alkoxy groups; and
(b) a second coating deposited directly adjacent to the first coating and comprising a film-forming resin comprising functional groups reactive with the alkoxy groups of the melamine group-containing polyethylenically unsaturated compound.
2. The multi-component composite coating of claim 1, wherein the first coating is formed from a composition further comprising a polysiloxane having the general structure:
wherein n ranges from 0 to 100 and each R, which may be identical or different, represents a group selected from H, OH, a monovalent hydrocarbon group, a monovalent siloxane group, a hydroxy-functional alkyl ester (meth)acrylate, and mixtures of any of the foregoing, with the proviso that at least one of the groups represented by R is a hydroxy-functional alkyl ester (meth)acrylate.
3. The multi-component composite coating of claim 1, wherein the melamine group-containing polyethylenically unsaturated compound comprises a melamine group-containing poly(meth)acrylate.
4. The multi-component composite coating of claim 1, wherein the melamine group-containing polyethylenically unsaturated compound is represented by the general formula:
wherein each R, which may be the same or different represents a C1-C4 alkyl group, and each X, which may be the same or different, represents a moiety comprising a carbon-carbon double bond.
5. The multi-component composite coating of claim 1, wherein the first coating is formed from a composition further comprising a plurality of particles, wherein the particles comprise colloidal silica.