Method of contact printing on gold coated films

• US 6,048,623 A
• Filed: 12/18/1996
• Issued: 04/11/2000
• Est. Priority Date: 12/18/1996
• Status: Expired due to Term

• Current Assignee: Kimberly-Clark Worldwide Incorporated (Kimberly-Clark Corporation)
• Original Assignee: Kimberly-Clark Worldwide Incorporated (Kimberly-Clark Corporation)
• Inventors: Whitesides, George M., Everhart, Dennis S.
• Primary Examiner(s): Jones, Deborah
• Assistant Examiner(s): LAM, CATHY FONG FONG
• Application Number:
  US08/769,594
• Time in Patent Office: 1,210 Days
• Field of Search: 156/665.1, 156/628.1, 437/235, 437/245, 437/232, 428/464, 428/317.3, 428/344, 216/20, 427/75, 427/125
• US Class Current: 428/464
• CPC Class Codes: B05D 1/283 Transferring monomolecular layers or solutions of molecules adapted for forming monomolecular layers from carrying elements
• CPC Class Codes: B41M 3/003 on optical devices, e.g. lens elements; for the production of optical devices production by thermal imaging means B41M5/265
• CPC Class Codes: B82Y 10/00 Nanotechnology for information processing, storage or transmission, e.g. quantum computing or single electron logic
• CPC Class Codes: B82Y 30/00 Nanotechnology for materials or surface science, e.g. nanocomposites
• CPC Class Codes: B82Y 40/00 Manufacture or treatment of nanostructures
• CPC Class Codes: G03F 7/0002 Lithographic processes using patterning methods other than those involving the exposure to radiation, e.g. by stamping
• CPC Class Codes: G03F 7/161 using a previously coated surface, e.g. by stamping or by transfer lamination
• CPC Class Codes: G03F 7/165 Monolayers, e.g. Langmuir-Blodgett
• CPC Class Codes: Y10T 428/249983 As outermost component
• CPC Class Codes: Y10T 428/2804 Next to metal
• CPC Class Codes: Y10T 428/31703 Next to cellulosic

Abstract

The present invention comprises methods of contact printing of patterned, self-assembling monolayers of alkanethiolates, carboxylic acids, hydroxamic acids, and phosphonic acids on metallized thermoplastic films, the compositions produced thereby, and the use of these compositions. Patterned self-assembling monolayers allow for the controlled placement of fluids thereon which contain a chemically reactive, indicator functionality. The optical sensing devices produced thereby when the film is exposed to an analyte and light, can produce optical diffraction patterns which differ depending on the reaction of the self-assembling monolayer with the analyte of interest. The light can be in the visible spectrum, and be either reflected from the film, or transmitted through it, and the analyte can be any compound reacting with the fluid on the self-assembling monolayer. The present invention also provides a flexible support for a self-assembling monolayer on gold or another suitable metal.

Claims

1. A film with patterned self-assembling monolayers thereon comprising:

a polymer film having an optical transparency between 5% and 95% coated with metal; and

a self-assembling monolayer printed onto the metal coating of the polymer film, wherein the self-assembling monolayer is printed in a first, non-diffracting pattern such that when an analyte binds to the polymer film, the polymer film diffracts transmitted light to form a second pattern, wherein the second pattern is a diffraction pattern.

2. The film of claim 1, wherein the metal is selected from the group consisting of gold, silver, nickel, platinum, aluminum, iron, copper, or zirconium.

3. The film of claim 1, wherein the metal is gold.

4. The film of claim 3, wherein the gold coating is between approximately 1 nanometer and 1000 nanometers in thickness.

5. The film of claim 1, wherein the polymer film is polyethylene-terephthalate, acrylonitrile-butadiene-styrene, acrylonitrile-methyl acrylate copolymer, cellophane, cellulosic polymers such as ethyl cellulose, cellulose acetate, cellulose acetate butyrate, cellulose propionate, cellulose triacetate, polyethylene, polyethylene-vinyl acetate copolymers, ionomers (ethylene polymers) polyethylene-nylon copolymers, polypropylene, methyl pentene polymers, polyvinyl fluoride, and aromatic polysulfones.

6. The film of claim 4, wherein the polymer film is polyethylene-terephthalate.

7. The film of claim 1, wherein the polymer film is optically transparent.

8. The film of claim 1, wherein the polymer film has an optical transparency between approximately 20% and 80%.

9. The film of claim 1, wherein the self-assembling monolayer is formed from compounds with the following general formula:

space="preserve" listing-type="equation">X--R--Y

wherein;

X is reactive with the metal or metal oxide on the polymer film;

R is a hydrocarbon chain; and

Y is a compound with any property of interest.

10. The film of claim 9, wherein:

X is an asymmetrical or symmetrical disulfide (--R'"'"'SSR, --RSSR), sulfide (--R'"'"'SR, --RSR), diselenide (--R'"'"'Se--SeR), selenide (R'"'"'SeR, --RSeR), thiol (--SH), nitrile (--CN), isonitrile, nitro (--NO₂), selenol (--SeH), trivalent phosphorous compounds, isothiocyanate, xanthate, thiocarbamate, phosphine, thioacid or dithioacid, carboxylic acids, hydroxylic acids, and hydroxamic acids;

R and R'"'"' are hydrocarbon chains which may optionally be interrupted by hetero atoms, and which may optionally be perfluorinated, and which are preferably non-branched; and

Y is selected from the group consisting of hydroxy, carboxyl, amino, aldehyde, hydrazide, carbonyl, epoxy, or vinyl groups.

11. The film of claim 9, wherein R is greater than 7 carbon atoms in length.

12. The film of claim 9, wherein R is a compound of the form (CH₂)_a --Z--(CH₂)_b, wherein a≧

0, b≧

7, and Z is any chemical functionality of interest.

13. The film of claim 12, wherein Z is selected from the group consisting of sulfones, lactams, and urea.

14. The film of claim 1, wherein the polymer film is stamped with a first self-assembling monolayer and a second self-assembling monolayer, and wherein each self-assembling monolayer has different chemical properties.

15. The film of claim 14, wherein the first self-assembling monolayer is hydrophobic and the second self-assembling monolayer is hydrophilic.

16. A film with patterned self-assembling monolayers thereon comprsing:

a polymer film coated with metal; and

a self-assembling monolayer printed onto the metal coating of the polymer film, wherein the self-assembling monolayer is printed in a pattern;

wherein the polymer film is polyethylene-terephthalate.

17. The film of claim 16, wherein the metal is selected from the group consisting of gold, silver, nickel, platinum, aluminum, iron, copper, and zircomum.

18. The film of claim 16, wherein the metal is gold.

19. The film of claim 18, wherein the gold coating is between approximately 1 nanometer and 1000 nanometers in thickness.

20. The film of claim 16, wherein the polymer film is optically transparent.

21. The film of claim 16, wherein the polymer film has an optical transparency between 5% and 95%.

22. The film of claim 16, wherein the polymer film has an optical transparency between approximately 20% and 80%.

23. The film of claim 16, wherein the self-assembling monolayer is formed from compounds with the following general formula:

space="preserve" listing-type="equation">X--R--Y

wherein;

X is reactive with the metal or metal oxide on the polymer film;

R is a hydrocarbon chain; and

Y is a compound with any property of interest.

24. The film of claim 23, wherein:

X is an asymmetrical or symmetrical disulfide (--R'"'"'SSR, --RSSR), sulfide (--R'"'"'SR, --RSR), diselenide (--R'"'"'Se--SeR), selenide (R'"'"'SeR, --RSeR), thiol (--SH), nitrile (--CN), isonitrile, nitro (--NO₂), selenol (--SeH), trivalent phosphorous compounds, isothiocyanate, xanthate, thiocarbamate, phosphine, thioacid or dithioacid, carboxylic acids, hydroxylic acids, and hydroxamic acids;

R and R'"'"' are hydrocarbon chains which may optionally be interrupted by hetero atoms, and which may optionally be perfluorinated, and which are preferably non-branched; and

Y is selected from the group consisting of hydroxy, carboxyl, amino, aldehyde, hydrazide, carbonyl, epoxy, or vinyl groups.

25. The film of claim 23, wherein R is greater than 7 carbon atoms in length.

26. The film of claim 23, wherein R is a compound of the form (CH₂)_a --Z--(CH₂)_b, wherein a≧

0, b≧

7, and Z is any chemical functionality of interest.

27. The film of claim 26, wherein Z is selected from the group consisting of sulfones, lactams, and urea.

28. The film of claim 16, wherein the polymer film is stamped with a first self-assembling monolayer and a second self-assembling monolayer, and wherein each self-assembling monolayer has different chemical properties.

29. The film of claim 28, wherein the first self-assembling monolayer is hydrophobic and the second self-assembling monolayer is hydrophilic.