Compositions containing hydrophobic addenda uniformly loaded in latex polymer particles

• US 4,512,969 A
• Filed: 05/27/1982
• Issued: 04/23/1985
• Est. Priority Date: 09/17/1974
• Status: Expired due to Fees

• Current Assignee: Eastman Kodak Company
• Original Assignee: Eastman Kodak Company
• Inventors: Chen, Tsang J.
• Primary Examiner(s): Schenkman, Leonard
• Assistant Examiner(s): Lipovsky, Joseph A.
• Application Number:
  US06/382,741
• Time in Patent Office: 1,062 Days
• Field of Search: 424/78, 424/81, 424/83, 424/174, 424/218, 260/29.6 MP, 260/29.6 MQ
• US Class Current: 514/132
• CPC Class Codes: C08J 3/215 at least one additive being also premixed with a liquid phase
• CPC Class Codes: C08L 33/06 of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
• CPC Class Codes: G03C 1/04 with macromolecular additives; with layer-forming substances
• CPC Class Codes: G03C 7/3882 characterised by the use of a specific polymer or latex

Abstract

This invention is directed to compositions containing loaded particles of from 0.02 to 0.2 micron in average diameter consisting essentially of a loadable polymer. A hydrophobic insecticide, herbicide, miticide, hormone, vitamin, or enzyme is loaded into and distributed through the particles. The weight ratio of the hydrophobic compound to the loadable polymer is from about 1:40 to 3:1.

Claims

1. A composition containing a continuous aqueous phase and loaded polymer particles having an average diameter of from 0.02 to 0.2 micron and consisting essentially of

(1) a loadable polymer consisting essentially of

(a) repeating units forming from 60 to 95 percent by weight of the polyumer derived from at least one of

(i) acrylate esters having the formula ##STR11## where R⁸ is hydrogen or methyl and

R⁹ is lower alkyl having from 1 to 5 carbon atoms;

(ii) styrene-type monomers of the formula ##STR12## where R² is hydrogen or methyl,

R³, R⁴ and R⁶ are hydrogen or lower alkyl of from 1 to 5 carbon atoms,

R⁵ is hydrogen or with R⁴ constitutes the atoms necessary to complete a fused benzene ring or one of R⁵ and R⁶ is halomethyl and

(iii) vinyl acetate;

(b) repeating units forming from 5 to 15 percent by weight of the polymer derived from a hydrophilic ethenic monomer having a molecular weight of at most about 300 of the formula ##STR13## where R⁸ is as defined above,

Q¹ is --OM or a divalent organic radical which together with the carbonyl group of the formula forms an ester or amido linking group terminating in an ammonium or --SO₃ M solubilizing group and

M is hydrogen, ammonium or alkali metal;

(c) repeating uinits forming from 0 to 30 percent by weight of the polymer derived from an acrylamide of the formula ##STR14## R¹⁰ and R¹¹ are hydrogen or an alkyl or haloalkyl subtituent having from 1 to 5 carbon atoms;

(d) repeating units forming from 0 to 10 percent by weight of the polymer derived from active methylene containing ethenic monomer exhibiting the formula ##STR15## R¹² is hydrogen, alkyl having from 1 to 12 carbon atoms or ##STR16## R¹³ is alkyl having from 1 to 10 carbon atoms, cycloalkyl having from 3 to 10 carbon atoms, phenyl or ##STR17## R¹⁴ is alkylene having from 1 to 10 carbon atoms and X¹ is cyano or alkylcarbonyl having from 1 to 8 carbon atoms,

provided that one and only one of R¹² and R¹³ is always ##STR18## (e) repeating units forming from 0 to 3 percent by weight of the polymer derived from a crosslinking monomer having a olecular weight of at most about 300 and having at least two independently polymerizable vinyl groups; and

(2) loaded into and distributed through said particles, a hydrophobic pesticide having a solubility in distilled water at 25°

C. of less than 0.5 percent and capable of being dissolved in a water-miscible organic solvent, the weight ratio of the hydrophobic pesticide to said loadable polymer being from 1;

3 to 1;

1.

2. A composition according to claim 1 wherein the repeating units derived from active methylene containing ethenic monomer forms from 0.2 to 10 percent by weight of the polymer.

3. A composition according to claim 1 wherein the repeating units derived from a crosslinking monomer form from 0.2 to 3 percent by weight of the polymer.

4. A composition according to claim 1 wherein the polymer consists essentially of repeating units derived from (a) lower alkyl acrylate esters, lower alkyl methacrylate esters or mixtures thereof and (b) repeating units derived from at least one of (i) 2-(methacryloyloxy)ethyltrimethylammonium methosulfate and (ii) 2-acrylamido-2-methylpropane sulfonic acid or its hydrolyzable salt.

5. A composition according to claim 1 wherein the polymer consists essentially of repeating units derived from (a) lower alkyl acrylate esters, lower alkyl methacrylate esters or mixtures thereof, (b) repeating units derived from at least one or (i) 2-(methacryloyloxy)ethyltrimethylammonium methosulfate and (ii) 2-acrylamido-2-methylpropane sulfonic acid or its hydrolyzable salt and (c) repeating units derived from styrene.

6. A composition according to claim 1 wherein the polymer consists essentially of repeating units derived from (a) lower alkyl acrylate esters, lower alkyl methacrylate esters or mixtures thereof, (b) repeating units derived from at least one of (i) 2-(methacryloyloxy)ethyltrimethylammonium methosulfate and (ii) 2-acrylamido-2-methylpropane sulfonic acid or its hydrolyzable salt and (c) repeating units derived from 2-acetoacetoxyethyl methacrylate.

7. A composition containing a continuous aqueous phase and loaded polymer particles having an average diameter of from 0.02 to 0.2 micron and consisting essentially of

(1) a loadable polymer consisting essentially of

(a) repeating units forming from 60 to 95 percent by weight of the polymer derived from at least one of

(i) acrylate esters having the formula ##STR19## where R⁶ is hydrogen or methyl and

R⁹ is lower alkyl having from 1 to 5 carbon atoms;

(ii) styrene-type monomers of the formula ##STR20## where R² is hydrogen or methyl,

R³, R⁴ and R⁶ are hydrogen or lower alkyl of from 1 to 5 carbon atoms,

R⁵ is hydrogen or with R⁴ constitutes the atoms necessary to complete a fused benzene ring or one of R⁵ and R⁶ is halomethyl and

(iii) vinyl acetate;

(b) repeating units forming from 0 to 25 percent by weight of the polymer derived from a hydrophilic ethenic monomer having a molecular weight of at most about 300 of the formula ##STR21## where R⁸ is as defined above,

Q¹ is --OM or a divalent organic radical which together with the carbonyl group of the formula forms an ester or amido linking group terminating in an ammonium or --SO₃ M solubilizing group and

M is hydrogen, ammonium or alkali metal;

(c) repeating units forming from 0 to 30 percent by weight of the polymer derived from an acrylamide of the formula ##STR22## R¹⁰ and R¹¹ are hydrogen or an alkyl or haloalkyl substituent having from 1 to 5 carbon atoms;

(d) repeating units forming from 0 to 10 percent by weight of the polymer derived from active methylene containing ethenic monomer exhibiting the formula ##STR23## R¹² is hydrogen, alkyl having from 1 to 12 carbon atoms or ##STR24## R¹³ is alkyl having from 1 to 10 carbon atoms, cycloalkyl having from 3 to 10 carbon atoms, phenyl or ##STR25## R¹⁴ is alkylene having from 1 to 10 carbon atoms and X¹ is cyano or alkylcarbonyl having from 1 to 8 carbon atoms, provided that one and one one of R¹² and R¹³ is always ##STR26## (e) repeating units forming from 0 to 3 percent by weight of the polymer derived from a crosslinking monomer having a olecular weight of at most about 300 and having at least two independently polymerizable vinyl groups; and

(2) loaded into and distributed through said particles, a hydrophobic insecticide having a solubility in distilled water at 25°

C. of less than 0.5 percent and capable of being dissolved in a water-miscible organic solvent, the weight ratio of said insecticide to said loadable polymer being from 1;

3 to 1;

1.

8. A composition according to claim 7 wherein the loaded polymer particles have an average diameter in the range of from 0.02 to 0.08 micron.

9. A composition according to claim 8 wherein said insecticide is a parathion.

10. A composition according to claim 7 in which said polymer particles consist essentially of a loadable copolymer of n-butyl methacrylate, styrene, and 2-acrylamido-2-methyl propane sulfonic acid and parathion or methyl parathion insecticide.