Surface primer compositions and methods of use

A method for forming a coating on a surface of a substrate, the method comprises:

• 1) optionally, washing the surface of the substrate with a first solvent;
• 2) contacting the surface binding compound of the Formula I, optionally in a second solvent, to the surface:
• wherein:
• each a is independently 1, 2, 3, 4 or 5;
• m is 1, 2 or 3;
• n is 1, 2 or 3;
• is is 1, 2 or 3;
• each EG is an end group independently selected from the group consisting of a C1-12alkyl, CH2═CH—, CH2═C(C1-3 alkyl)-, CH2═CHC(O)—, CH2═C(C1-3 alkyl)C(O)—, CH2═CHC(O)O—, CH2═C(C1-3 alkyl)C(O)O—, CH2═C(phenyl)C(O)O—, CH2═C(C1-3 alkyl)S(O)nO—, isocyanate, epoxy, oxetanyl, styrenyl, vinyl ether, (OH)Si(R)2—, (OH)Si(R)2(O)—, —Ar-(BG)a, aryl, heteroaryl, —N+R1R2R3, —PO4, —N+R1R2R3X−, —PO4−Y+ and —SO4−Y+, wherein each R, R1, R2 and R3 is independently H and C1-3 alkyl or optionally substituted C1-3 alkyl, or wherein R1, R2 and R3 are combined with N to form a heterocyclic compound, X− is Cl−, Br− and I− and Y+ is H+ or N+R1R2R3;
• each of SP1, SP2 and SP3 is a spacer independently selected from the group consisting of —O—, —C(O)—, —S—, —S(O)—, —S(O)2—, —N—, —NH—, —NCH3—, —C—, —CH—, —(CH2)q—, —(CH(OH))q—, —(CH2CH(OH)CH2)q—, —(C(CH3)2)q—, —(CH(CH3))q—, —NH(CH2)2NH—, —OC(O)—, —CO2—, —NHCH2CH2C(O)—, —OCH2CH2C(O)—, —C(O)CH2CH2C(O)—, —C(O)NHCH2CH2NH—, —NHCH2C(O)—, —NHC(O)—, —C(O)N—, —NC(O)—, —C(O)NH—, —NCH3C(O)—, —C(O)NCH3—, —(CH2CH2O)p—, —(CH2CH2O)pCH2CH2—, —CH2CH2—(CH2CH2O)p—, —OCH(CH2O—)2—, —(CH2)q—N+R1R2—, —(CH2)q—PO4—, —N+R1R2—, —PO4—, —(CH2)q—N+R1R2—X−—, —(CH2)q—PO4−Y+—, —N+R1R2—X−—, —PO4−Y+—, —SO4−Y+—, —O—PO−(O)O—(CH2)2-4—N+(R1R2)—, -(AA)r-, aryl, cyclopentanyl, cyclohexanyl, unsubstituted phenylenyl and phenylenyl substituted by 1 or 2 substituents selected from the group consisting of halo, CF3—, CF3O—, CH3O—, —C(O)OH, —C(O)OC1-3 alkyl, —C(O)CH3, —CN, —NH2, —OH, —NHCH3, —N(CH3)2 and C1-3 alkyl, wherein each AA is independently an amino acid, p is 1-6, q is 1-6 and Y+ is 1-6;
• Ar is an aryl group;
• each BG is a bonding group independently selected from the group consisting of —OH, —Si(R)2OH, —COOH, —SO3H, —P(O)3OH, —CONH2, —CSNH2, —CF3, —CF2CF3, —OCF3 and —OCF2CF3, wherein each R is independently H and C1-3 alkyl;
• provided that when —SP3— is —CH2— or —C(O)—, Ar-(BG)a is not 3,4-dihydroxyphenyl or 3,4-dicarboxyphenyl;
• 3) for a period of time for the compound of the Formula I to form a layer on the surface of the substrate;
• and optionally
• 4) washing the excess compound of the Formula I from the surface of the substrate with a sufficient amount of a third solvent to remove excess compound from the surface.

A method for forming a coating on a surface of a substrate, the method comprises:

• 1) optionally, washing the surface of the substrate with a first solvent;
• 2) contacting the surface binding compound of the Formula II, optionally in a second solvent, to the surface:
• wherein:
• m is 1, 2 or 3;
• n is 1, 2 or 3;
• i is 1, 2 or 3;
• each EG and EG1 is an end group independently selected from the group consisting of a C1-12alkyl, CH2═CH—, CH2═C(C1-3 alkyl)-, CH2═CHC(O)—, CH2═C(C1-3 alkyl)C(O)—, CH2═CHC(O)O—, CH2═C(C1-3 alkyl)C(O)O—, CH2═C(phenyl)C(O)O—, CH2═C(C1-3 alkyl)S(O)nO—, isocyanate, epoxy, oxetanyl, styrenyl, vinyl ether, (OH)Si(R)2—, (OH)Si(R)2(O)—, —Ar-(BG)a, aryl, heteroaryl, —N+R1R2R3, —PO4, —N+R1R2R3X−, —PO4−Y+ and —SO4−Y+, wherein each R, R1, R2 and R3 is independently H and C1-3 alkyl or optionally substituted C1-3alkyl, or wherein R1, R2 and R3 are combined with N to form a heterocyclic compound, X− is Cl˜, Br− and I− and Y+ is H+ or N+R1R2R3;
• each BG is a bonding group independently selected from the group consisting of —OH, —Si(R)2OH, —COOH, —SO3H, —P(O)3OH, —CONH2, —CSNH2, —CF3, —CF2CF3, —OCF3 and —OCF2CF3, wherein each R is independently H and C1-3alkyl;
• each of SP1, SP2 and SP3 is a spacer independently selected from the group consisting of —O—, —C(O)—, —S—, —S(O)—, —S(O)2—, —N—, —NH—, —NCH3—, —C—, —CH—, —(CH2)q—, —(CH(OH))q—, —(CH2CH(OH)CH2)q—, —(C(CH3)2)q—, —(CH(CH3))q—, —NH(CH2)2NH—, —OC(O)—, —CO2—, —NHCH2CH2C(O)—, —OCH2CH2C(O)—, —C(O)CH2CH2C(O)—, —C(O)NHCH2CH2NH—, —NHCH2C(O)—, —NHC(O)—, —C(O)N—, —NC(O)—, —C(O)NH—, —NCH3C(O)—, —C(O)NCH3—, —(CH2CH2O)p—, —(CH2CH2O)pCH2CH2—, —CH2CH2—(CH2CH2O)p—, —OCH(CH2O—)2—, —(CH2)q—N+R1R2—, —(CH2)q—PO4—, —N+R1R2—, —PO4—, —(CH2)q—N+R1R2—X−—, —(CH2)q—PO4−Y+—, —N+R1R2—X−—, —PO4−Y+—, —SO4−Y+, —O—PO−(O)O—(CH2)2-4—N+(R1R2)—, -(AA)r-, aryl, cyclopentanyl, cyclohexanyl, unsubstituted phenylenyl and phenylenyl substituted by 1 or 2 substituents selected from the group consisting of halo, CF3—, CF3O—, CH3O—, —C(O)OH, —C(O)OC1-3 alkyl, —C(O)CH3, —CN, —NH2, —OH, —NHCH3, —N(CH3)2 and C1-3 alkyl, wherein each AA is independently an amino acid, p is 1-6, q is 1-6 and Y+ is 1-6;
• 3) for a period of time for the compound of the Formula II to form a layer on the surface of the substrate;
• and optionally
• 4) washing the excess compound of the Formula II from the surface of the substrate with a sufficient amount of a third solvent to remove excess compound from the surface.