Aqueous resin emulsion

• US 4,735,990 A
• Filed: 09/25/1986
• Issued: 04/05/1988
• Est. Priority Date: 10/25/1984
• Status: Expired due to Fees

• Current Assignee: Nitto Electric Industrial Co., Ltd. (Nitto Denko Corporation)
• Original Assignee: Nitto Electric Industrial Co., Ltd. (Nitto Denko Corporation)
• Inventors: Ushiyama, Keiichi, Mori, Kenjiro, Kawasaki, Takashi, Kihara, Yasuo
• Primary Examiner(s): Schofer, Joseph L.
• Assistant Examiner(s): REDDICK, MARIE L
• Application Number:
  US06/911,536
• Time in Patent Office: 558 Days
• Field of Search: 524/544, 524/805, 526/245
• US Class Current: 524/805
• CPC Class Codes: C08F 220/04 Acids; Metal salts or ammonium salts thereof
• CPC Class Codes: C08F 220/22 Esters containing halogen
• CPC Class Codes: C08F 246/00 Copolymers in which the nature of only the monomers in minority is defined

Abstract

An aqueous resin emulsion is disclosed. The emulsion is obtained by emulsion copolymerizing a monomer mixture comprising (a) an acrylic acid fluoroalkyl ester derivative, (b) an acrylic acid derivative, and (c) a polyfunctional monomer for internal cross-linking, in an aqueous medium. The emulsion shows excellent polymerization stability in emulsion copolymerization for the preparation thereof and excellent dispersion stability in an aqueous medium.

Claims

1. An aqueous resin emulsion having a particle size of from 0.03 to 2 μ

m, which is obtained by emulsion copolymerizing a monomer mixture consisting of

(a) from 60 to 99.8% by weight of an acrylic acid fluoroalkyl ester derivative represented by formula (I)

space="preserve" listing-type="equation">CH.sub.2 ═

CR.sup.1 COOR.sup.2 (CF.sub.2).sub.n CFA.sub.2 (I)

wherein R¹ represents a hydrogen atom or a lower alkyl group, R² represents the group --CH₂ --_m or the group ##STR4## wherein m represents 0 or an integer of from 1 to 12 and x+y is an integer of from 1 to 11, n represents 0 or an integer of from 1 to 12, and R³ represents a hydrogen atom or an acetyl group, and A independently represents a hydrogen atom, a fluorine atom, or CF₃,

(b) from 0.1 to 20% by weight of an acrylic acid derivative represented by formula (II)

space="preserve" listing-type="equation">R.sup.4 CH═

CR.sup.5 COOH (III)

wherein R⁴ represents a hydrogen atom, a lower alkyl group or a carboxyl group, and R⁵ represents a hydrogen atom or a lower alkyl group, and

(c) from 0.1 to 20% by weight of a polyfunctional monomer for internal cross-linking, in an aqueous medium.

2. An aqueous resin emulsion as in claim 1, wherein the particle size is from 0.05 to 2 μ

m.

3. An aqueous resin emulsion as in claim 2, wherein the particle size is from 0.1 to 1 μ

m.

4. An aqueous resin emulsion as in claim 1, wherein the acrylic acid fluoroalkyl ester derivative is represented by formulae (I-a), (I-b), (I-c), and (I-d) ##STR5## where R¹, m, n, and R³ are as defined in claim 1, with the proviso that in formula (I-b), n cannot be 0.

5. An aqueous resin emulsion as in claim 4, wherein the acrylic acid fluoroalkyl ester derivative is CH₂ ═

C(CH₃)COOCH₂ CF₃, CH₂ ═

C(CH₃)COOCH₂ (CF₂)₂ H, CH₂ ═

C(CH₃)COOCH₂ (CF₂)₄ H, or CH₂ ═

C(CH₃)COO(CH₂)₂ (CF₂)₈ F.

6. An aqueous resin emulsion as in claim 1, wherein the monomer mixture contains from 70 to 95% by weight of the acrylic acid fluoroalkyl ester derivative.

7. An aqueous resin emulsion as in claim 1, wherein the acrylic acid derivative is acrylic acid, methacrylic acid, itaconic acid, or a mixture thereof.

8. An aqueous resin emulsion as in claim 1, wherein the monomer mixture contains from 1 to 15% by weight of the acrylic acid derivative.

9. An aqueous resin emulsion as in claim 1, wherein the polyfunctional monomer for internal cross-linking is a poly(meth)acrylate of an aliphatic polyhydric alcohol.

10. An aqueous resin emulsion as in claim 1, wherein the monomer mixture contains from 1 to 10% by weight of the polyfunctional monomer for internal cross-linking.

11. An aqueous resin emulsion as in claim 1, wherein up to 90% by weight of said acrylic acid fluoroalkyl ester derivative is replaced by an acrylic acid alkyl ester derivative represented by formula (III)

12. An aqueous resin emulsion as in claim 1, wherein the monomer mixture contains from 70 to 90% by weight of the acrylic acid fluoroalkyl ester derivative, from 1 to 15% by weight of the acrylic acid derivative, and from 1 to 10% by weight of the polyfunctional monomer for internal cross-linking.