# US 2004/0166435 A1 · Conductive polymers substituted with acid labile functional groups for increasing electrical conductivity and patternability and composition having the same

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- Number: US 2004/0166435 A1
- Document ID: US20040166435A1
- Status: Published application
- Kind: A1
- Application number: 10/472,877
- Filed: 2004-04-06
- Published: 2004-08-26
- Earliest claimed: 2001-03-23
- Assignees: Para Limited
- Inventors: Suck-Hyun Lee; Chan-Woo Lee
- Web page: https://patentgrep.com/patent/US20040166435A1

## CPC

- C08G 73/0266: {Polyanilines or derivatives thereof}
- C08G 61/123: {derived from five-membered heterocyclic compounds}
- C08G 61/124: {with a five-membered ring containing one nitrogen atom in the ring}
- Y10S 430/106: Binder containing
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

## Abstract

The present invention relates to a conductive polymer. The present invention provides a conductive polymer substituted with acid labile functional groups including an amine functional group and an acid labile functional group which plays a protecting role substituted to an amine functional group of a conductive polymer. The conductive polymer of the present invention has enhanced physical and mechanical properties with higher solubility and conductivity than a previous polyaniline or polypyrrole composition, and also, has improved transparency, sensitivity, adhesive property and patternability. Moreover, the conductive polymer of the present invention has the higher electrical conductivity of the minimum 10 times and the most maximum 102 S/cm than the previous polyaniline, and accordingly, can be used for a photosensitive material such as a fiber, a coating, an electrode, an organic semiconductor, and the like.

## Claims

### Claim 1

A conductive polymer substituted with acid labile functional group, the conductive polymer comprising:
An amine functional group; and
An acid labile functional group as a protection group substituted to amine functional group of the conductive polymer.

### Claim 2 (depends on 1)

A conductive polymer substituted with acid labile functional group according to claim 1, wherein the acid labile functional group substitutes 1˜99% amine group to total amine group of the conductive polymer.

### Claim 3 (depends on 1)

A conductive polymer substituted with acid labile functional group according to claim 1, wherein the acid labile functional group is selected from the group consisting of t-BOC (tert-butyloxycarbonyl) and THP (tetrahydropyran).

### Claim 4 (depends on 1)

A conductive polymer substituted with acid labile functional group according to claim 1, wherein the conductive polymer has number average molecular weight of 1,000˜100,000.

### Claim 5 (depends on 1)

A conductive polymer substituted with acid labile functional group according to claim 1, wherein the conductive polymer comprises acid liable functional group substituted to polyaniline or polypyrrole.

### Claim 6 (depends on 5)

A conductive polymer substituted with acid labile functional group according to claim 5, wherein the polyaniline is emeraldine base form.

### Claim 7

A conductive polymer composition substituted with acid labile functional group, the conductive polymer composition comprising:
An electrically conductive polymer comprising amine functional group and substituted acid labile group as protection group for the amine group; and
A soluble self-orienting material of monomer form, which mixed with the polymer at the ratio of 10:90 to 90:10 by weight, comprises General formula 1 below.
11
(Wherein p is an integer of 1 and more; A1 is an aromatic ring; X1 and X2 are independently selected from the group consisting of —SO2OH, —COOH, —CO2 and □OSO3; Z1 and Z2 are independently selected from hydrophilic group, hydrophobic group or amphiphilic group).

### Claim 8

A conductive polymer composition substituted with acid labile functional group, the conductive polymer composition comprising:
An electrically conductive polymer containing amine functional group and substituted acid labile group as protection group for the amine group; and
A soluble self-orienting material of metal salt form, which mixed with said polymer at the ratio of 10:90 to 90:10 by weight, comprises General formula 2 below.
12
(Wherein q is an integer of 1 or more; A1 is an aromatic ring; X1 and X2 are independently selected from the group consisting of —SO2OH, —COOH, —CO2 and OS03; Z1 and Z2 are independently selected from hydrophilic group, hydrophobic group or amphiphilic group; M is alkali metal or transition metal of cation form)

### Claim 9

A conductive polymer composition substituted with acid labile functional group, the conductive polymer composition comprising:
An electrically conductive polymer containing amine functional group and substituted acid labile group as protection group for the amine group; and
A soluble self-orienting material of whole-aromatic polymer form, which mixed with the polymer at the ratio of 10:90 to 90:10 by weight, comprises General formula 3 below.
13
(Wherein r is an integer of 1 or more; A1 and A2 are aromatic ring; X1′ and X2′ are independently selected from the group consisting of —SO2, —CO; X3 and X4 are independently selected from the group consisting of—O— and —NR, wherein R is side chain independently selected from the group consisting of —H, —SO3H, —CO2H, —(CH2)nSO3H, —(CH2)nCO2H or -tert-butyloxycarbonyl; Z1 to Z4 are independently selected from hydrophilic group, hydrophobic group or amphiphilic group).

### Claim 10 (depends on 7, 8, 9)

A conductive polymer composition substituted with acid labile functional group according to any one of claims 7-9, wherein the conductive polymer composition substituted with acid labile functional group further comprising dopant material of 50% by weight on the basis of total weight of the conductive polymer and the soluble self-orienting material.

### Claim 11 (depends on 10)

A conductive polymer composition substituted with acid labile functional group according to claim 10, wherein the dopant material is independently selected from the group consisting of inorganic photo-acid generating agent, organic, and polymeric photo-acid generating agent.

### Claim 12 (depends on 11)

A conductive polymer composition substituted with acid labile functional group according to claim 11, wherein the inorganic photo-acid generating agent is triphenylsulfoniumhexafluoroantimonate.

### Claim 13 (depends on 11)

A conductive polymer composition substituted with acid labile functional group according to claim 11, wherein the organic photo-acid generating agent is trifluorosulfonyloxynorboneneimide.

### Claim 14 (depends on 11)

A conductive polymer composition substituted with acid labile functional group according to claim 11, wherein the polymeric photo-acid generating agent is poly(vinyl chloride).

### Claim 15 (depends on 7, 8, 9)

A conductive polymer composition substituted with acid labile functional group according to any one of claims 7-9, wherein the acid labile functional group is contained 5˜10% by weight on the basis of the total composition.

### Claim 16 (depends on 7, 8, 9)

A conductive polymer composition substituted with acid labile functional group according to any one of claims 7-9, wherein the composition further comprising thermoplastic resin, thermosetting resin or complex thereof for using it as processing manufacture.

### Claim 17 (depends on 15)

A conductive polymer composition substituted with acid labile functional group according to claim 15, wherein the further comprised thermoplastic resin, thermosetting resin or complex thereof is contained 10˜90% by weight on the basis of total composition