Thermoset polymers with polyfluoroalkylsiloxane modified surfaces

• US 6,841,602 B2
• Filed: 10/17/2001
• Issued: 01/11/2005
• Est. Priority Date: 10/17/2000
• Status: Expired due to Fees

• Current Assignee: RES Development Corporation
• Original Assignee: RES Development Corporation
• Inventors: Sterling, Robert E., Goldberg, Eugene P.
• Primary Examiner(s): Moore, Margaret G.
• Application Number:
  US09/978,305
• Publication Number:
  US 20020068788A1
• Time in Patent Office: 1,182 Days
• Field of Search: 524/731, 524/264
• US Class Current: 524/264
• CPC Class Codes: C08J 3/20 Compounding polymers with additives, e.g. colouring
• CPC Class Codes: C08L 101/00 Compositions of unspecified macromolecular compounds
• CPC Class Codes: C08L 83/00 Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers

Abstract

A mixture comprising a cross-linkable thermosetting resin precursor and a polyfluoroalkylsiloxane curable to form a composition comprising a cross-linked thermoset resin containing the polyfluoroalkylsiloxane in a gradient concentration through a cross-section thereof.

Claims

1. A mixture comprising (1) a cross-linkable thermosetting resin providing composition and intimately admixed therewith, (2) from about 0.01 to 5%, by weight, based on the weight of the mixture of an additive comprising a polyfluoroalkylsiloxane, said additive having a lower surface energy than that of the thermoset resin formed by cross-linking said composition;

said additive being a polyfluoroalkylsiloxane having the formula;

wherein R₁, R₂, R₃, R₄, R₅, R₆ and R₇ may be the same or different and may be alkyl, cycloalkyl or aryl;

R₇ may also be —

(CH₂)-mCF_3;

m is an integer from 0 to 20, and n is an integer from 1 to 5,000;

or a silanol terminated derivative of said polyfluoro-alkylsiloxane;

wherein the concentration of said polyfluoroalkylsiloxane through a cross-section of the mixture is lower in the interior thereof and higher at the surfaces thereof.

2. A mixture according to claim 1 wherein said additive is a polytrifluoropropylmethylsiloxane or a copolymer of said polytrifluoropropyl methylsiloxane.

3. A mixture according to claim 1 wherein each of said alkyl groups are methyl, ethyl, propyl, butyl, octyl or dodecyl.

4. A method of forming a composition of matter comprising a cross-linked thermoset resin and from about 0.01 to 5%, by weight of an additive comprising a polyfluoroalkylsiloxane, said additive having a lower surface energy than that of said resin;

said method comprising intimately admixing with a cross-linkable thermosetting resin providing composition (I) a polyfluoroalkylsiloxane having the formula;

wherein R₁, R₂, R₃, R₄, R₅, R₆ and R₇ may be the same or different and may be alkyl, cycloalkyl or aryl;

R₇ may also be —

(CH₂)m-CF_3;

m is an integer from 0 to 20, and n is an integer from 1 to 5,000;

or a silanol terminated derivative of said polyfluoroalkylsiloxane or a copolymer of said polyfluoroalkylsiloxane;

followed by subjecting said mixture to conditions which produce a cross-linked, thermoset solid resin wherein the concentration of said additive thorough a cross-section of said composition is lower in the interior thereof and higher at the surfaces thereof.

5. A method according to claim 4 including a preliminary step of forming a pre-mix comprising a fractional portion of said cross-linkable thermosetting resin composition (I) in particulate form substantially uniformly wetted with said polyfluoroalkylsiloxane and mixing said wetted first fraction with the remainder of said cross-linkable thermosetting resin composition (I).

6. A method according to claim 4 wherein each of said alkyl groups are methyl, ethyl, propyl, butyl, octyl or dodecyl.

7. A method according to claim 4 wherein said polyfluoroalkylsiloxane is a polytrifluoropropylmethylsiloxane or a copolymer of said polytrifluoropropylmethylsiloxane.

8. The composition of matter produced by the method of claim 4.

9. A composition according to claim 8 wherein each of said alkyl groups are methyl, ethyl, propyl, butyl, octyl or dodecyl.

10. A composition according to claim 8 wherein said polyfluoroalkylsiloxane is a polytrifluoropropylmethylsiloxane or a copolymer of said polytrifluoropropylmethylsiloxane.

11. A composition of matter comprising (I) a cross-linked thermoset resin and (2) from about 0.01 to 5%, by weight, based on total weight of the composition of a polyfluoroalkylsiloxane having the formula:

wherein R₁, R₂, R₃, R₄, R₅, R₆ and R₇ may be the same or different and may be alkyl, cycloalkyl or aryl;

R₇ may also be —

(CH₂)-mCF_3;

m is an integer from 0 to 20, and n is an integer from 1 to 5,000;

or a silanol terminated derivative of said polyfluoroalkylsiloxane;

wherein said polyfluoroalkylsiloxane or said silanol terminated derivative thereof having a lower surface energy than that of said resin the concentration of said polyfluoroalkylsiloxane through a cross-section of said composition is lower in the interior thereof and higher at the surfaces thereof.

12. A composition according to claim 11 wherein each of said alkyl groups are methyl, ethyl, propyl, butyl, octyl or dodecyl.

13. A composition according to claim 11 wherein said polyfluoroalkylsiloxane is a polytrifluoropropylmethylsiloxane or a copolymer of said polytrifluoropropylmethylsiloxane.