Functional organic thin film and method of manufacture thereof

• US 4,987,032 A
• Filed: 06/24/1988
• Issued: 01/22/1991
• Est. Priority Date: 06/26/1987
• Status: Expired due to Term

• Current Assignee: Fujifilm Corporation (Fujifilm Holdings Corporation)
• Original Assignee: Fuji Photo Film Co Limited (Fujifilm Holdings Corporation)
• Inventors: Miyasaka, Tsutomu, Koyama, Koichi
• Primary Examiner(s): SLUBY, PATRICIA
• Application Number:
  US07/210,941
• Time in Patent Office: 942 Days
• Field of Search: 428/500, 428/411.1, 428/420
• US Class Current: 428/411.1
• CPC Class Codes: B01D 67/0093 Chemical modification
• CPC Class Codes: B05D 1/202 Langmuir Blodgett films (LB films)
• 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: C07C 247/16 with azido groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
• CPC Class Codes: C07D 229/00 Heterocyclic compounds containing rings of less than five members having two nitrogen atoms as the only ring hetero atoms
• CPC Class Codes: C08J 5/18 Manufacture of films or sheets
• CPC Class Codes: G03F 7/004 Photosensitive materials G03F7/12, G03F7/14 take precedence
• CPC Class Codes: Y10T 428/31504 Composite [nonstructural laminate]
• CPC Class Codes: Y10T 428/31536 Including interfacial reaction product of adjacent layers
• CPC Class Codes: Y10T 428/31649 Ester, halide or nitrile of addition polymer
• CPC Class Codes: Y10T 428/31685 Natural source polyamide [e.g., casein, gelatin, etc.]
• CPC Class Codes: Y10T 428/31855 Of addition polymer from unsaturated monomers

Abstract

Disclosed are a functional organic thin film formed of a monolayer or multilayers composed of reactive functional group-containing amphiphilic organic molecules in which at least one of the amphiphilic organic molecules is a precursor of a nitrene or carbene and a functional organic thin film containing at least one kind of functional organic molecules formed by the reaction between the nitrene or carbene derived from the precursor and a guest compound molecule of a different kind as well as a method of producing the functional organic thin films. Utilizing the reactivity of the thin film, a functional compound, preferably a biotechnology-related functional compound, of various kinds can be fixed onto the film for use in the sensor image formation or information recording fields.

Claims

1. A functional organic thin film formed of a monolayer or multilayers comprising amphiphilic organic molecules having a hydrophobic group containing at least 12 carbon atoms, in which at least one of the amphiphilic organic molecules is a precursor of a nitrene or carbene.

2. A functional organic thin film as in claim 1, wherein the monolayer or multilayers comprising amphiphilic organic molecules containing a precursor of a nitrene or carbene is coated over a photochemically inactive solid substrate.

3. A functional organic thin film as in claim 1, wherein the monolayer or multilayers contain at least one functional organic molecule formed by a reaction between a nitrene or carbene derived from the precursor and a guest compound.

4. A functional organic thin film as in claim 1 or 2, wherein the precursor of a nitrene or carbene forms a nitrene or carbene by light irradiation of the monolayer or multilayers.

5. A functional organic thin film as in claim 3, wherein the guest compound which is to react with a nitrene or carbene derived from the precursor is a biotechnology-related compound.

6. A functional organic thin film as in claim 1, wherein said at least one amphiphilic organic molecule is an amphiphilic molecule having an azido group as an organic group that is a precursor of nitrene or an amphiphilic molecule having an α

-diazo ketone group or an aryldiaziridine group as a precursor of a carbene.

7. A functional thin film having functional guest molecules fixed thereto in the form of a pattern formed by a process comprising:

(a) forming a thin film of a monolayer or multilayers at least partially having amphiphilic organic molecules which have a bonding reactive group or a precursor of a bonding reactive group; and

(b) image-wise exposing the monolayer or multilayers to light in the presence of a guest compound whereby the guest compound is chemically image-wise bonded to the monolayer or multilayers by way of a photochemical reaction of the functional guest molecules.

8. A functional organic thin film as in claim 7, wherein the precursor of the bonding reactive group is a molecule that forms a nitrene or carbene upon light irradiation thereof.

9. A functional organic thin film as in claim 7, wherein the guest compound is a water-soluble biological compound.