Coating of metal pigments using phosphonic acid-based compounds

• US 9,139,715 B2
• Filed: 09/14/2012
• Issued: 09/22/2015
• Est. Priority Date: 09/14/2012
• Status: Active Grant

• Current Assignee: Silberline Manufacturing Company Incorporated
• Original Assignee: Silberline Manufacturing Company Incorporated
• Inventors: Kwak, Yungwan, Keemer, Craig, Buchala, John, Sundararaman, Anand, Thomas, Mary Kate, Xu, Chang, Likibi, Parfait Jean Marie
• Primary Examiner(s): Green, Anthony J
• Application Number:
  US13/617,295
• Publication Number:
  US 20140076201A1
• Time in Patent Office: 1,103 Days
• Field of Search: 106/14.05, 106/403, 106/404, 106/503, 428/403, 428/407
• US Class Current: 1/1
• CPC Class Codes: C08K 5/5333 Esters of phosphonic acids
• CPC Class Codes: C09C 1/62 Metallic pigments or fillers C09C1/0015 takes precedence
• CPC Class Codes: C09C 1/64 Aluminium
• CPC Class Codes: C09C 1/644 treated with organic compounds, e.g. polymers
• CPC Class Codes: C09C 1/648 treated with inorganic and organic, e.g. polymeric, compounds
• CPC Class Codes: C09C 3/006 Combinations of treatments provided for in groups C09C3/04 - C09C3/12
• CPC Class Codes: C09C 3/063 Coating
• CPC Class Codes: C09C 3/08 Treatment with low-molecular-weight non-polymer organic compounds C09C3/006, C09C3/048 take precedence
• CPC Class Codes: C09C 3/10 Treatment with macromolecular organic compounds C09C3/006 takes precedence
• CPC Class Codes: C09D 5/36 Pearl essence, e.g. coatings containing platelet-like pigments for pearl lustre

Abstract

A coated metal pigment that has excellent passivation, dispersion and adhesion properties, a method for producing the coated metal pigment and a coating composition that includes the coated metal pigment are described. The disclosed method generally involves the use of a compound with the following formula (A)

Claims

1. A coated pigment, comprising:

a metal substrate that comprises aluminum; and

an organic layer surrounding the metal substrate, the organic layer including a phosphonate compound having the following formula (I)

2. The coated pigment of claim 1, wherein the metal substrate is coated with a metal oxide layer comprising a metal oxide or a mixture of metal oxides, the metal oxide being an oxide of aluminum, silicon, titanium, zirconium, copper, zinc, tin, iron, molybdenum or manganese;

or an organic-inorganic hybrid layer comprising the metal oxide or the mixture of the metal oxides that are crosslinked through organic linkers.

3. The coated pigment of claim 1, wherein the coated pigment includes the phosphonate compound in an amount sufficient to provide a passivation property to the coated pigment.

4. The coated pigment of claim 1, further comprising a coating that includes a polymer chain, wherein the polymer chain is attached to the phosphonate compound.

5. The coated pigment of claim 4, wherein the coating includes a plurality of layers, each of the layers including polymer chains.

6. The coated pigment of claim 4, wherein the coating includes the polymer chain in an amount sufficient to provide a dispersion property to the coated pigment.

7. The coated pigment of claim 5, wherein a composition of the polymer chains in each of the layers is different from one another.

8. The coated pigment of claim 1, wherein the compound is 11-(2-bromoisobutyrate)-undecyl-1-phosphonic acid.

9. A coating composition, comprising:

the coated pigment of claim 1; and

a carrier.

10. An article, comprising:

a coating that comprises the coated pigment of claim 1.

11. A method of producing a coated metal pigment, comprising:

providing a phosphonate compound having the formula (I)

12. The method of claim 11, wherein the phosphonate compound is 11-(2-bromoisobutyrate)-undecyl-1-phosphonic acid.

13. The method of claim 11, further comprising polymerizing one or more polymerizable monomers from an initiator site formed by an initiator moiety so that the one or more polymerizable monomers are added to the initiator site and form a polymer chain attached to the surface of the metal pigment, wherein the polymer chain has a chain terminus that is capable of being reversibly activated so as to initiate further polymerization.

14. The method of claim 13, wherein the coated pigment is purified after the polymerization reaction.

15. The method of claim 13, wherein a first set of monomers is added to the initiator site to form a first polymer chain, the method further comprising polymerizing a second set of monomers so that the second set of monomers is added to a chain terminus of the first polymer chain to form a second polymer chain.

16. The method of claim 13, wherein the one or more monomers are polymerized by an initiators for continuous activator regeneration-atom transfer radical polymerization (ICAR-ATRP).

17. A coated pigment, comprising:

a metal substrate;

an organic layer surrounding the metal substrate, the organic layer including a phosphonate compound having the following formula (A)

18. A method of producing a coated metal pigment, comprising:

providing a phosphonate compound having the following formula (A);