# US 5,704,952 A · Abrasive article comprising an antiloading component

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- Number: US 5,704,952 A
- Document ID: US5704952A
- Status: Granted
- Kind: A
- Application number: 08/689,960
- Filed: 1996-08-16
- Granted: 1998-01-06
- Earliest claimed: 1996-05-08
- Assignees: Minnesota Mining and Manufacturing Company
- Inventors: Kam W. Law; Walter L. Harmer; Alan R. Kirk; Ernest L. Thurber
- Web page: https://patentgrep.com/patent/US5704952A

## CPC

- B24D 3/346: {utilised during polishing, or grinding operation}
- B24D 3/004: {with special coatings}
- B24D 3/28: Resins {or natural or synthetic macromolecular compounds (B24D3/22 takes precedence)}
- B24D 3/344: {the bonding agent being organic}
- B24D 11/001: {Manufacture of flexible abrasive materials}
- B24D 11/02: Backings, e.g. foils, webs, mesh fabrics
- B24D: TOOLS FOR GRINDING, BUFFING OR SHARPENING (abrading-bodies specially designed for tumbling apparatus, e.g. abrading-balls B24B31/14; honing tools B24B33/08; lapping tools B24B37/11)

## Abstract

An abrasive article, for example, a coated, bonded, or nonwoven abrasive article comprising a binder, a plurality of abrasive particles, and an antiloading component.

## Claims

### Claim 1

An abrasive article comprising
(a) a backing having a major surface;
(b) a plurality of abrasive particles;
(c) a binder which adheres the plurality of abrasive particles to the major surface of the backing; and
(d) an antiloading component of any of formulas I to VI or mixtures thereof: ##STR19## wherein R.sup.1 and R.sup.2 are independently OH, OR, O.sup.-, NH.sub.2, NHR, or N(R).sub.2, with the proviso that if either or both of R.sup.1 and R.sup.2 is O.sup.-, then a cation is present;
R is an alkyl;
X is O, S, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
p is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR20## wherein R.sup.3 is OH; q is 0 or 1;
Z.sup.- is a monovalent anion;
r is 0 or 1, with the proviso that when q is 0, r is 0 and when q is 1, r is 1 and when q and r are 1, N carries a positive charge;
R.sup.4 and R.sup.5 independently are H or an alkyl group;
A is a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that the linking group is connected by a carbon atom to N of formula II;
t is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR21## wherein R.sup.6 and R.sup.7 independently are O.sup.-, OH, OR, NH.sub.2, NHR or N(R).sub.2, with the proviso that both R.sup.6 and R.sup.7 cannot be OH simultaneously or OR simultaneously, and one of R.sup.6 and R.sup.7 cannot be OH when the other of R.sup.6 and R.sup.7 is OR, and with the proviso that if either or both of R.sup.6 and R.sup.7 is O.sup.-, a cation is present;
R is an alkyl group;
X is O, S, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
p is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR22## wherein R.sup.8 is OH, OR, O.sup.-, NH.sub.2, NHR, N(R).sub.2, N(R.sup.9)(R.sup.10)(OR.sup.11), N(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 OC(O)CH.dbd.CH.sub.2, or ##STR23## wherein when R.sup.8 is O.sup.-, then a cation is present; R is an alkyl group;
R.sup.9 is H, CH.sub.3, or CH.sub.2 CH.sub.3 ;
R.sup.10 is CH.sub.2 or CH.sub.2 CH.sub.2 ;
R.sup.11 is hydrogen or C(O)CH.dbd.CH.sub.2 ;
J is O, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
v is 0 or 1;
y is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon;
W--(A).sub.t --D V
wherein D is a monovalent radical including any of: ##STR24## wherein if y is 1, OH is in an ortho position, ##STR25## R.sup.12 is hydrogen or an alkyl group having from one to four carbon atoms,
R.sup.13 and R.sup.14 and independently are hydrogen, an alkyl group, or an aliphatic group, which is substituted or unsubstituted, wherein the aliphatic group has 20 atoms or less and contains carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic group or as a substituent to the aliphatic group;
R.sup.15 and R.sup.16 independently are hydrogen or an alkyl group;
R.sup.17 is hydrogen or an alkyl group which may be saturated or unsaturated;
R.sup.18 is hydrogen or C.sub.n H.sub.2n+1 where n is 1 to 8;
E is independently COOH or COO.sup.-, wherein when one or two COO.sup.- groups is present, a cation is present;
Q is O or NH;
R is an alkyl group;
y is 1 to 3;
f is 1 or 2;
g is 1 to 6;
k is 0 or 1;
A is a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that when D is OH, N.dbd.C.dbd.O, or NHC(O)NH.sub.2, the atom of A closest to D is a carbon atom;
t is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; and ##STR26## J is O, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that when J is a divalent aliphatic or aromatic linking group, the linking group is connected by a carbon atom to the C of formula VI;
v is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon.

### Claim 2 (depends on 1)

The abrasive article of claim 1 wherein the binder is a make coat and the abrasive article further comprises a size coat, the antiloading component being present in the size coat.

### Claim 3 (depends on 1)

The abrasive article of claim 1 wherein the binder is a make coat and the abrasive article further comprises a size coat and a peripheral coating, the antiloading component being present in the peripheral coating.

### Claim 4 (depends on 1)

The abrasive article of claim 1 wherein the binder, the plurality of abrasive particles and the antiloading component are in an abrasive coating.

### Claim 5 (depends on 1)

The abrasive article of claim 1 wherein the binder and the plurality of abrasive particles are present in an abrasive coating and the abrasive article further comprises a peripheral coating comprising the antiloading component.

### Claim 6 (depends on 1)

The abrasive article of claim 1 wherein the binder, the plurality of abrasive particles, and the antiloading component are present in a plurality of abrasive composites.

### Claim 7 (depends on 1)

The abrasive article of claim 1 wherein the binder and the plurality of abrasive particles are present in a plurality of abrasive composites and the abrasive article further comprises a peripheral coating comprising the antiloading agent.

### Claim 8 (depends on 1)

The abrasive article in accordance with claim 1 wherein the antiloading component is selected from the group consisting of octadecyl borate, potassium octadecyl borate, octadecyldimethyl borate, docosyl borate, potassium docosyl borate, octadecyldimethylhydroxyammonium phosphate, octadecyldimethylhydroxyammonium phosphite, docosyldimethylhydroxyammonium phosphate, docosyldimethylhydroxyammonium phosphite, potassium octadecyl phosphate, potassium docosyl phosphate, sodium octadecyl phosphate, sodium docosyl phosphate, potassium hexadecyl phosphate, potassium octadecyl phosphonate, potassium tetradecyl phosphonate, sodium octadecyl sulfonate, sodium octadecyl sulfate, sodium docosyl sulfonate, sodium docosyl sulfate, octacosanoic acid, hexacosanoic acid, octadecyl urea, stearyl citrate, stearic anhydride, docosanoic anhydride, octacosanoic anhydride, octadecyl succinic anhydride, docosyl succinic anhydride, octadecyl glutaric anhydride, docosyl glutaric anhydride, octadecyl maleic anhydride, docosyl maleic anhydride, hexadecyl phthalic anhydride, octadecyl phthalic anhydride, docosyl phthalic anhydride, 2-(1-imidazolidinonyl)ethyl oleate, 2-(1-pyrrolidinonyl)ethyl oleate, 2-(1-imidazolidinonyl)ethyl-N-stearyl carbamate, 2-(1-pyrrolidinonyl)ethyl-N-stearyl carbamate, N-oleylsuccinamic acid, N-stearylsuccinamic acid, N,N-distearylurea, N-stearylurea, N-(hydroxyethyl)-N-stearylurea, N,N-bis(hydroxyethyl)-N-stearylurea, N-(2-(hydroxyethyl)aminoethyl)-N-stearyl urea, N-octadecyl-4-hydroxybutanamide, N-oleyl-4-hydroxybutanamide, N-(3-aminomethyl)phenylmethyl-N-stearyl urea, oleyl N-stearyl carbamate, N-oleyl-N-stearyl urea, N-oleylmaleamic acid, oleyl amine, N-tris(hydroxymethyl)ethyl-N-stearyl urea, stearyl 4-hydroxybenzoate, oleyl 4-hydroxybenzoate, 3-pentadecylphenol, 3-(2-hydroxyphenyl)-N-stearylpropanamide, N-(4-hydroxyphenyl)-N-stearyl urea, (2-hydroxyphenyl)methyl N-stearyl carbamate, 2-(N-ethylperfluorooctanesulfonamide)ethyl acrylate, stearyl acrylate, stearyl amine, ethoxylated oleic acid, N-(hydroxymethyl)octadecanamide, 2-hydroxy-N-octadecylbenzamide, N-((N'-octadecyl)-2,2-dimethylacetamidoyl) acrylamide, N-2-(2'-hydroxybenzoyl)ethyl-N-ethyl perfluorooctylsulfonamide, N-(octadecyl)phthalimide, N-(1'-(2'-heptadecyl)imidazoyl)propyl)octadecanamide, N-(1'-(imidazoyl)propyl)octadecanamide, N-(1'-(imidazoyl)propyl)-N'-octadecyl urea, N-(octadecyl)maleamic acid, 2-carboxy-N-(octadecyl)benzamide, 4-carboxy-N-(octadecyl)phthalimide, N-(2-(1'-pyrrolidinonyl)ethyl)-N'-octadecyl carbamate, and N-(2-(1'-morpholinoyl)ethyl)-N'-octadecyl carbamate.

### Claim 9 (depends on 3)

The abrasive article in accordance with claim 3 wherein the peripheral coating further comprises a binder.

### Claim 10 (depends on 5)

The abrasive article in accordance with claim 5 wherein the peripheral coating further comprises a binder.

### Claim 11 (depends on 7)

The abrasive article in accordance with claim 7 wherein the peripheral coating further comprises a binder.

### Claim 12 (depends on 3)

The abrasive article in accordance with claim 3 wherein the antiloading component is present in the peripheral coating in an amount ranging from 10 to 100 weight %, based on a total weight percent of the peripheral coating.

### Claim 13 (depends on 5)

The abrasive article in accordance with claim 5 wherein the antiloading component is present in the peripheral coating in an amount ranging from 10 to 100 weight %, based on a total weight percent of the peripheral coating.

### Claim 14 (depends on 7)

The abrasive article in accordance with claim 7 wherein the antiloading component is present in the peripheral coating in an amount ranging from 10 to 100 weight %, based on a total weight percent of the peripheral coating.

### Claim 15

A bonded abrasive comprising
(a) a plurality of abrasive particles;
(b) a binder adhering the plurality of abrasive particles together; and
(c) an antiloading component of any of formulas I to VI or mixtures thereof: ##STR27## wherein R.sup.1 and R.sup.2 are independently OH, OR, O.sup.-, NH.sub.2, NHR, or N(R).sub.2, with the proviso that if either or both of R.sup.1 and R.sup.2 is O.sup.-, then a cation is present;
R is an alkyl;
X is O, S, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
p is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR28## wherein R.sup.3 is OH; q is 0 or 1;
Z.sup.- is a monovalent anion;
r is 0 or 1, with the proviso that when q is 0, r is 0 and when q is 1, r is 1 and when q and r are 1, N carries a positive charge;
R.sup.4 and R.sup.5 independently are H or an alkyl group;
A is a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that the linking group is connected by a carbon atom to N of formula II;
t is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a, where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR29## wherein R.sup.6 and R.sup.7 independently are O.sup.-, OH, OR, NH.sub.2, NHR or N(R).sub.2, with the proviso that both R.sup.6 and R.sup.7 cannot be OH simultaneously or OR simultaneously, and one of R.sup.6 and R.sup.7 cannot be OH when the other of R.sup.6 and R.sup.7 is OR, and with the proviso that if either or both of R.sup.6 and R.sup.7 is O.sup.-, a cation is present;
R is an alkyl group;
X is O, S, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
p is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group of the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR30## wherein R.sup.8 is OH, OR, O.sup.-, NH.sub.2, NHR, N(R).sub.2, N(R.sup.9)(R.sup.10)(OR.sup.11), N(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 OC(O)CH.dbd.CH.sub.2, or ##STR31## wherein when R.sup.8 is O.sup.-, then a cation is present; R is an alkyl group;
R.sup.9 is H, CH.sub.3, or CH.sub.2 CH.sub.3 ;
R.sup.10 is CH.sub.2 or CH.sub.2 CH.sub.2 ;
R.sup.11 is hydrogen or C(O)CH.dbd.CH.sub.2 ;
J is O, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
v is 0 or 1;
y is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon;
W--(A).sub.t --D V
wherein D is a monovalent radical including any of: ##STR32## wherein if y is 1, OH is in an ortho position, ##STR33## R.sup.12 is hydrogen or an alkyl group having from one to four carbon atoms,
R.sup.13 and R.sup.14 independently are hydrogen, an alkyl group, or an aliphatic group, which is substituted or unsubstituted, wherein the aliphatic group has 20 atoms or less and contains carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic group or as a substituent to the aliphatic group;
R.sup.15 and R.sup.16 independently are hydrogen or an alkyl group;
R.sup.17 is hydrogen or an alkyl group which may be saturated or unsaturated;
R.sup.18 is hydrogen or C.sub.n H.sub.2n+1 where n is 1 to 8;
E is independently COOH or COO.sup.-, wherein when one or two COO.sup.- groups is present, a cation is present;
Q is O or NH;
R is an alkyl group;
y is 1 to 3;
f is 1 or 2;
g is 1 to 6;
k is 0 or 1;
A is a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that when D is OH, N.dbd.C.dbd.O, or NHC(O)NH.sub.2, the atom of A closest to D is a carbon atom;
t is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; and ##STR34## J is O, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that when J is a divalent aliphatic or aromatic linking group, the linking group is connected by a carbon atom to the C of formula VI:
v is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon.

### Claim 16

A nonwoven abrasive comprising
(a) an open, lofty nonwoven substrate;
(b) a plurality of abrasive particles;
(c) a binder adhering the plurality of abrasive particles into and/or onto the open, lofty nonwoven substrate; and
(d) an antiloading component of any of formulas I to VI or mixtures thereof: ##STR35## wherein R.sup.1 and R.sup.2 are independently OH, OR, O.sup.-, NH.sub.2, NHR, or N(R).sub.2, with the proviso that if either or both of R.sup.1 and R.sup.2 is O.sup.-, then a cation is present;
R is an alkyl;
X is O, S, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
p is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR36## wherein R.sup.3 is OH; q is 0 or 1;
Z.sup.- is a monovalent anion;
r is 0 or 1, with the proviso that when q is 0, r is 0 and when q is 1, r is 1 and when q and r are 1, N carries a positive charge;
R.sup.4 and R.sup.5 independently are H or an alkyl group;
A is a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that the linking group is connected by a carbon atom to N of formula II;
t is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR37## wherein R.sup.6 and R.sup.7 independently are O.sup.-, OH, OR, NH.sub.2, NHR, or N(R).sub.2, with the proviso that both R.sup.6 and R.sup.7 cannot be OH simultaneously or OR simultaneously, and one of R.sup.6 and R.sup.7 cannot be OH when the other of R.sup.6 and R.sup.7 is OR, and with the proviso that if either or both of R.sup.6 and R.sup.7 is O.sup.-, a cation is present;
R is an alkyl group;
X is O, S, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
p is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a, where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR38## wherein R.sup.8 is OH, OR, O.sup.-, NH.sub.2, NHR, N(R).sub.2, N(R.sup.9)(R.sup.10)(OR.sup.11), N(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 OC(O)CH.dbd.CH.sub.2, or ##STR39## wherein when R.sup.8 is O.sup.-, then a cation is present; R is an alkyl group;
R.sup.9 is H, CH.sub.3, or CH.sub.2 CH.sub.3 ;
R.sup.10 is CH.sub.2 or CH.sub.2 CH.sub.2 ;
R.sup.11 is hydrogen or C(O)CH.dbd.CH.sub.2 ;
J is O, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
v is 0 or 1;
y is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR40## wherein if y is 1, OH is in an ortho position, ##STR41## R.sup.12 is hydrogen or an alkyl group having from one to four carbon atoms,
R.sup.13 and R.sup.14 independently are hydrogen, an alkyl group, or an aliphatic group, which is substituted or unsubstituted, wherein the aliphatic group has 20 atoms or less and contains carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic group or as a substituent to the aliphatic group;
R.sup.15 and R.sup.16 independently are hydrogen or an alkyl group;
R.sup.17 is hydrogen or an alkyl group which may be saturated or unsaturated;
R.sup.18 is hydrogen or C.sub.n H.sub.2n+1 where n is 1 to 8;
E is independently COOH or COO.sup.-, wherein when one or two COO.sup.- groups is present, a cation is present;
Q is O or NH;
R is an alkyl group;
y is 1 to 3;
f is 1 or 2;
g is 1 to 6;
k is 0 or 1;
A is a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that when D is OH, N.dbd.C.dbd.O, or NHC(O)NH.sub.2, the atom of A closest to D is a carbon atom;
t is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; and ##STR42## J is O, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that when J is a divalent aliphatic or aromatic linking group, the linking group is connected by a carbon atom to the C of formula VI;
v is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon.

### Claim 17

A method of making an abrasive article comprising:
(a) providing a backing having at least one major surface;
(b) applying a make coat binder precursor over the at least one major surface of the backing;
(c) embedding a plurality of abrasive particles into and/or onto the make coat binder precursor;
(d) at least partially curing or solidifying the make coat binder precursor to form a make coat;
(e) applying a size coat binder precursor over the plurality of abrasive particles and the make coat;
(f) curing or solidifying the size coat binder precursor to form a size coat;
(g) applying a peripheral composition over at least a portion of the size coat, said composition comprising an antiloading component of any of formulas I to VI or mixtures thereof: ##STR43## wherein R.sup.1 and R.sup.2 are independently OH, OR, O.sup.-, NH.sub.2, NHR, or N(R).sub.2, with the proviso that if either or both of R.sup.1 and R.sup.2 is O.sup.-, then a cation is present;
R is an alkyl;
X is O, S, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
p is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR44## wherein R.sup.3 is OH; q is 0 or 1;
Z.sup.- is a monovalent anion;
r is 0 or 1, with the proviso that when q is 0, r is 0 and when q is 1, r is 1 and when q and r are 1, N carries a positive charge;
R.sup.4 and R.sup.5 independently are H or an alkyl group;
A is a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that the linking group is connected by a carbon atom to N of formula II;
t is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR45## wherein R.sup.6 and R.sup.7 independently are O.sup.-, OH, OR, NH.sub.2, NHR, or N(R).sub.2, with the proviso that both R.sup.6 and R.sup.7 cannot be OH simultaneously or OR simultaneously, and one of R.sup.6 and R.sup.7 cannot be OH when the other of R.sup.6 and R.sup.7 is OR, and with the proviso that if either or both of R.sup.6 and R.sup.7 is O.sup.-, a cation is present;
R is an alkyl group;
X is O, S, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
p is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR46## wherein R.sup.8 is OH, OR, O.sup.-, NH.sub.2, NHR, N(R).sub.2, N(R.sup.9)(R.sup.10)(OR.sup.11), N(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 OC(O)CH.dbd.CH.sub.2, or ##STR47## wherein when R.sup.8 is O.sup.-, then a cation is present; R is an alkyl group;
R.sup.9 is H, CH.sub.3, or CH.sub.2 CH.sub.3 ;
R.sup.10 is CH.sub.2 or CH.sub.2 CH.sub.2 ;
R.sup.11 is hydrogen or C(O)CH.dbd.CH.sub.2 ;
J is O, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
v is 0 or 1;
y is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon;
W--(A).sub.t --D V
wherein D is a monovalent radical including any of: ##STR48## wherein if y is 1, OH is in an ortho position, ##STR49## R.sup.12 is hydrogen or an alkyl group having from one to four carbon atoms,
R.sup.13 and R.sup.14 independently are hydrogen, an alkyl group, or an aliphatic group, which is substituted or unsubstituted, wherein the aliphatic group has 20 atoms or less and contains carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic group or as a substituent to the aliphatic group;
R.sup.15 and R.sup.16 independently are hydrogen or an alkyl group;
R.sup.17 is hydrogen or an alkyl group which may be saturated or unsaturated;
R.sup.18 is hydrogen or C.sub.n H.sub.2n+1 where n is 1 to 8;
E is independently COOH or COO.sup.-, wherein when one or two COO.sup.- groups is present, a cation is present;
Q is O or NH;
R is an alkyl group;
y is 1 to 3;
f is 1 or 2;
g is 1 to 6;
k is 0 or 1;
A is a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that when D is OH, N.dbd.C.dbd.O, or NHC(O)NH.sub.2, the atom of A closest to D is a carbon atom;
t is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a, where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; and ##STR50## J is O, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that when J is a divalent aliphatic or aromatic linking group, the linking group is connected by a carbon atom to the C of formula VI;
v is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; and
(h) solidifying the composition to form a peripheral coating.

### Claim 18

A method of making an abrasive article comprising:
(a) providing a backing having at least one major surface;
(b) applying a make coat binder precursor over the at least one major surface of the backing;
(c) embedding a plurality of abrasive particles into and/or onto the make coat binder precursor;
(d) at least partially curing or solidifying the make coat binder precursor to form a make coat;
(e) applying a size coat binder precursor composition over the make coat and the plurality of abrasive particles, said size coat binder precursor composition comprising a size coat binder precursor and an antiloading component of any of formulas I to VI or mixtures thereof: ##STR51## wherein R.sup.1 and R.sup.2 are independently OH, OR, O.sup.-, NH.sub.2, NHR or N(R).sub.2, with the proviso that if either or both of R.sup.1 and R.sup.2 is O.sup.-, then a cation is present;
R is an alkyl;
X is O, S, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
p is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR52## wherein R.sup.3 is OH; q is 0 or 1;
Z.sup.- is a monovalent anion;
r is 0 or 1, with the proviso that when q is 0, r is 0 and when q is 1, r is 1 and when q and r are 1, N carries a positive charge;
R.sup.4 and R.sup.5 independently are H or an alkyl group;
A is a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that the linking group is connected by a carbon atom to N of formula II;
t is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR53## wherein R.sup.6 and R.sup.7 independently are O.sup.-, OH, OR, NH.sub.2, NHR, or N(R).sub.2, with the proviso that both R.sup.6 and R.sup.7 cannot be OH simultaneously or OR simultaneously, and one of R.sup.6 and R.sup.7 cannot be OH when the other of R.sup.6 and R.sup.7 is OR, and with the proviso that if either or both of R.sup.6 and R.sup.7 is O.sup.-, a cation is present;
R is an alkyl group;
X is O, S, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
p is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; ##STR54## wherein R.sup.8 is OH, OR, O.sup.-, NH.sub.2, NHR, N(R).sub.2, N(R.sup.9)(R.sup.10)(OR.sup.11), N(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 OC(O)CH.dbd.CH.sub.2, or ##STR55## wherein when R.sup.8 is O.sup.-, then a cation is present; R is an alkyl group;
R.sup.9 is H, CH.sub.3, or CH.sub.2 CH.sub.3 ;
R.sup.10 is CH.sub.2 or CH.sub.2 CH.sub.2 ;
R.sup.11 is hydrogen or C(O)CH.dbd.CH.sub.2 ;
J is O, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group;
v is 0 or 1;
y is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon;
W--(A).sub.t --D V
wherein D is a monovalent radical including any of: ##STR56## wherein if y is 1, OH is in an ortho position, ##STR57## R.sup.12 is hydrogen or an alkyl group having from one to four carbon atoms,
R.sup.13 and R.sup.14 independently are hydrogen, an alkyl group, or an aliphatic group, which is substituted or unsubstituted, wherein the aliphatic group has 20 atoms or less and contains carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic group or as a substituent to the aliphatic group;
R.sup.15 and R.sup.16 independently are hydrogen or an alkyl group;
R.sup.17 is hydrogen or an alkyl group which may be saturated or unsaturated;
R.sup.18 is hydrogen or C.sub.n H.sub.2n+1 where n is 1 to 8;
E is independently COOH or COO.sup.-, wherein when one or two COO.sup.- groups is present, a cation is present;
Q is O or NH;
R is an alkyl group;
y is 1 to 3;
f is 1 or 2;
g is 1 to 6;
k is 0 or 1;
A is a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that when D is OH, N.dbd.C.dbd.O, or NHC(O)NH.sub.2, the atom of A closest to D is a carbon atom;
t is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon may contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; and ##STR58## J is O, NH, or a divalent aliphatic (including linear, branched, and cycloaliphatic) or aromatic linking group having 20 atoms or less and containing carbon and, optionally, nitrogen, oxygen, phosphorus, and/or sulfur in the aliphatic or aromatic group or as a substituent to the aliphatic or aromatic group, with the proviso that when J is a divalent aliphatic or aromatic linking group, the linking group is connected by a carbon atom to the C of formula VI;
v is 0 or 1; and
W is an alkyl group, which may be saturated or unsaturated or W is a fluorinated hydrocarbon having a formula C.sub.m H.sub.a F.sub.2m+1-a where a is 0 to 2m and m is 4 to 50, wherein the alkyl group or the fluorinated hydrocarbon :nay contain oxygen atoms in a backbone of the alkyl group or the fluorinated hydrocarbon, respectively, in an amount ranging from 1 to 1/2 a total number of carbon atoms present in the alkyl group or the hydrocarbon; and
(f) curing or solidifying the size coat binder precursor composition to form a size coat.

### Claim 19 (depends on 18)

The method in accordance with claim 18 wherein the antiloading component is present in the size coat binder precursor composition in an amount ranging from 1 to 50 weight percent, based on the total weight percent of the size coat binder precursor composition.

### Claim 20 (depends on 17)

The method in accordance with claim 17 wherein the antiloading component is present in the peripheral coating in an amount ranging from 10 to 100 weight percent, based on the total weight percent of the peripheral coating.

### Claim 21 (depends on 17)

The method in accordance with claim 17 wherein the antiloading component is selected from the group consisting of octadecyl borate, potassium octadecyl borate, octadecyldimethyl borate, docosyl borate, potassium docosyl borate, octadecyldimethylhydroxyammonium phosphate, octadecyldimethylhydroxyammonium phosphite, docosyldimethylhydroxyammonium phosphate, docosyldimethylhydroxyammonium phosphite, potassium octadecyl phosphate, potassium docosyl phosphate, sodium octadecyl phosphate, sodium docosyl phosphate, potassium hexadecyl phosphate, potassium octadecyl phosphonate, potassium tetradecyl phosphonate, sodium octadecyl sulfonate, sodium octadecyl sulfate, sodium docosyl sulfonate, sodium docosyl sulfate, octacosanoic acid, hexacosanoic acid, octadecyl urea, stearyl citrate, stearic anhydride, docosanoic anhydride, octacosanoic anhydride, octadecyl succinic anhydride, docosyl succinic anhydride, octadecyl glutaric anhydride, docosyl glutaric anhydride, octadecyl maleic anhydride, docosyl maleic anhydride, hexadecyl phthalic anhydride, octadecyl phthalic anhydride, and docosyl phthalic anhydride.

### Claim 22 (depends on 18)

The method in accordance with claim 18 wherein the antiloading component is selected from the group consisting of octadecyl borate, potassium octadecyl borate, octadecyldimethyl borate, docosyl borate, potassium docosyl borate, octadecyldimethylhydroxyammonium phosphate, octadecyldimethylhydroxyammonium phosphite, docosyldimethylhydroxyammonium phosphate, docosyldimethylhydroxyammonium phosphite, potassium octadecyl phosphate, potassium docosyl phosphate, sodium octadecyl phosphate, sodium docosyl phosphate, potassium hexadecyl phosphate, potassium octadecyl phosphonate, potassium tetradecyl phosphonate, sodium octadecyl sulfonate, sodium octadecyl sulfate, sodium docosyl sulfonate, sodium docosyl sulfate, octacosanoic acid, hexacosanoic acid, octadecyl urea, stearyl citrate, stearic anhydride, docosanoic anhydride, octacosanoic anhydride, octadecyl succinic anhydride, docosyl succinic anhydride, octadecyl glutaric anhydride, docosyl glutaric anhydride, octadecyl maleic anhydride, docosyl maleic anhydride, hexadecyl phthalic anhydride, octadecyl phthalic anhydride, docosyl phthalic anhydride, 2-(1-imidazolidinonyl)ethyl oleate, 2-(1-pyrrolidinonyl)ethyl oleate, 2-(1-imidazolidinonyl)ethyl-N-stearyl carbamate, 2-(1-pyrrolidinonyl)ethyl-N-stearyl carbamate, N-oleylsuccinamic acid, N-stearylsuccinamic acid, N,N-distearylurea, N-stearylurea, N-(hydroxyethyl)-N-stearylurea, N,N-bis(hydroxyethyl)-N-stearylurea, N-(2-(hydroxyethyl)aminoethyl)-N-stearyl urea, N-octadecyl-4-hydroxybutanamide, N-oleyl-4-hydroxybutanamide, N-(3-aminomethyl)phenylmethyl-N-stearyl urea, oleyl N-stearyl carbamate, N-oleyl-N-stearyl urea, N-oleylmaleamic acid, oleyl amine, N-tris(hydroxymethyl)ethyl-N-stearyl urea, stearyl 4-hydroxybenzoate, oleyl 4-hydroxybenzoate, 3-pentadecylphenol, 3-(2-hydroxyphenyl)-N-stearylpropanamide, N-(4-hydroxyphenyl)-N-stearyl urea, (2-hydroxyphenyl)methyl N-stearyl carbamate, 2-(N-ethylperfluorooctanesulfonamide)ethyl acrylate, stearyl acrylate, stearyl amine, ethoxylated oleic acid, N-(hydroxymethyl)octadecanamide, 2-hydroxy-N-octadecylbenzamide, N-((N'-octadecyl)-2,2-dimethylacetamidoyl) acrylamide, N-2-(2'-hydroxybenzoyl)ethyl-N-ethyl perfluorooctylsulfonamide, N-(octadecyl)phthalimide, N-(1'-(2'-heptadecyl)imidazoyl)propyl)octadecanamide, N-(1'-(imidazoyl)propyl)octadecanamide, N-(1'-(imidazoyl)propyl)-N'-octadecyl urea, N-(octadecyl)maleamic acid, 2-carboxy-N-(octadecyl)benzamide, 4-carboxy-N-(octadecyl)phthalimide, N-(2-(1'-pyrrolidinonyl)ethyl)-N'-octadecyl carbamate, and N-(2-(1'-morpholinoyl)ethyl)-N'-octadecyl carbamate.

### Claim 23 (depends on 17)

The method in accordance with claim 17 wherein the peripheral coating further comprises a binder.

### Claim 24 (depends on 17)

The method in accordance with claim 17 wherein the binder is selected from the group consisting of phenolic resins, aminoplast resins having pendant .alpha.,.beta.-unsaturated carbonyl groups, urethane resins, epoxy resins, urea-formaldehyde resins, isocyanurate resins, melamine-formaldehyde resins, acrylate resins, acrylated isocyanurate resins, acrylated urethane resins, acrylated epoxy resins, bismaleimide resins, hide glue, cellulosics, latices, casein, soy proteins, sodium alginate, polyvinyl alcohol, polyvinylacetate, polyacrylester, and polyethylene vinylacetate, polystyrene-butadiene, and mixtures thereof.

### Claim 25 (depends on 17)

The method in accordance with claim 17 wherein the peripheral composition further comprises a liquid medium.

### Claim 26 (depends on 25)

The method in accordance with claim 25 wherein the liquid medium is an organic solvent or water.

### Claim 27 (depends on 25)

The method in accordance with claim 25 wherein the antiloading component is present as a dispersion in the liquid medium.

### Claim 28 (depends on 25)

The method in accordance with claim 25 wherein the antiloading component is in solution.