# US 7,745,632 B2 · Cyanine compounds, optical filters, and optical recording materials

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- Number: US 7,745,632 B2
- Document ID: US7745632B2
- Status: Granted
- Kind: B2
- Application number: 11/886,626
- Filed: 2006-04-04
- Published: 2008-08-28
- Granted: 2010-06-29
- Earliest claimed: 2005-04-05
- Assignees: Adeka Corporation
- Inventors: Yohei Aoyama; Koichi Shigeno
- Web page: https://patentgrep.com/patent/US7745632B2

## CPC

- C09B 57/007: {Squaraine dyes}
- C09B 23/0058: {the substituent being CN}
- C09B 23/0066: {the polymethine chain being part of a carbocyclic ring,(e.g. benzene, naphtalene, cyclohexene, cyclobutenene-quadratic acid)}
- C09B 23/04: one >CH- group, e.g. cyanines, isocyanines, pseudocyanines
- C09B 23/06: three >CH- groups, e.g. carbocyanines
- G02B 5/223: {containing organic substances, e.g. dyes, inks or pigments}
- G11B 7/2472: cyanine
- G11B 7/2495: as anions
- G11B 7/245: containing a polymeric component
- G11B 7/2534: polycarbonates [PC]
- C09B: ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES {, e.g. PIGMENTS}; MORDANTS; LAKES (fermentation or enzyme using processes to synthesise a desired chemical compound C12P)
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G11B: INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER (recording measured values in a way that does not require playback through a transducer G01D9/00; recording or playback apparatus using mechanically marked tape, e.g. punched paper tape, or using unit records, e.g. punched or magnetically marked cards G06K; transferring data from one type of record carrier to another G06K1/18; circuits for coupling output of reproducer to radio receiver H04B1/20; gramophone pick-ups or like acoustic electromechanical transducers or circuits therefor H04R)

## Abstract

A cyanine compound represented by the general formula (I), (VI) or (VII): wherein ring-A1 is an optionally substituted benzene or naphthalene ring; B is a group represented by the general formula (II) or (III); R1 is a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an aryl group having 6 to 30 carbon atoms; R2 is a substituent represented by the general formula (IV); and Y1 is a hydrogen atom, an organic group having 1 to 30 carbon atoms, or a substituent represented by the general formula (IV): wherein ring-A2 is the same as the ring-A1 in the general formula (I); Y4 and Y5 each are independently the same as Y1 in the general formula (I); X2 is the same as X1 in the general formula (I); R10 is the same as R1 in the general formula (I); R11 is the same as R2 in the general formula (I); R23 and R24 are the same as R21 and R22 in the formulas (II) and (III); n is an integer of 0 to 6; the polymethine chain may have a substituent; Anq− is a q-valent anion; q is 1 or 2; and p is a factor keeping the neutrality of charge.

## Claims

### Claim 1

A cyanine compound represented by the general formula (I):
wherein ring-A1 is an optionally substituted benzene or naphthalene ring; B is a group represented by the general formula (II) or (III); R1 is a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an aryl group having 6 to 30 carbon atoms; R2 is a substituent represented by the general formula (IV); and Y1 is a hydrogen atom, an organic group having 1 to 30 carbon atoms, or a substituent represented by the general formula (IV):
in the general formula (II), Y2 is the same group as Y1 in the general formula (I); X1 is an oxygen atom, a sulfur atom, a selenium atom, —CR3R4—, —NH—, or —NY′—; each of R3 and R4 is independently an alkyl group having 1 to 4 carbon atoms, a group represented by the general formula (IV), a group represented by the general formula (V) or a group forming a 3 to 10 membered ring by linking together; Y′ is an organic group having 1 to 30 carbon atoms; each of R21 and R22 is independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an aryl group having 6 to 30 carbon atoms; and R21 and R22 may form a ring structure by liking together:
in the general formula (III), R5 is the same group as R1 in the general formula (I); Y3 is the same group as Y1 in the general formula (I); and R21 and R22 are the same groups as R21 and R22 in the general formula (II):
wherein each of Ra to Ri is independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; the methylene group in the alkyl group may be replaced by —O— or —CO—; Z is a direct bond or an optionally substituted alkylene group having 1 to 8 carbon atoms; the methylene group in the alkylene group may be replaced by —O—, —S—, —CO—, —COO—, —OCO—, —SO2—, —NH—, —CONH—, —NHCO—, —N═CH—, or —CH═CH—; and M is Fe, Co, Ni, Ti, Cu, Zn, Zr, Cr, Mo, Os, Mn, Ru, Sn, Pd, Rh, Pt, or Ir:
wherein each of R6 to R9 is independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms optionally substituted by a halogen atom, or an alkoxy group having 1 to 4 carbon atoms optionally substituted by a halogen atom; and R6 and R7 may form a ring structure by linking together.

### Claim 2 (depends on 1)

The cyanine compound according to claim 1, wherein the ring-Al in the general formula (I) is an optionally substituted benzene ring; R21 and R22 in the general formula (II) link together to form an optionally substituted benzene ring; X1 in the general formula (II) is —CR3R4—; Z in the general formula (IV) is an optionally substituted alkylene group having 1 to 8 carbon atoms; and M in the general formula (IV) is Fe.

### Claim 3 (depends on 1)

The cyanine compound according to claim 1, wherein the ring-A1 in the general formula (I) is an optionally substituted benzene ring; R21 and R22 in the general formula (II) link together to form an optionally substituted benzene ring; Z in the general formula (IV) is an optionally substituted alkylene group having 1 to 8 carbon atoms; and M in the general formula (IV) is Fe.

### Claim 4 (depends on 1)

An optical filter comprising the cyanine compound according to claim 1.

### Claim 5 (depends on 4)

The optical filter according to claim 4, wherein the cyanine compound is contained in an adhesive layer.

### Claim 6 (depends on 4)

The optical filter according to claim 4, used for an image display device.

### Claim 7 (depends on 6)

The optical filter according to claim 6, wherein the image display device is a plasma display.

### Claim 8 (depends on 1)

An optical recording material comprising the cyanine compound according to claim 1, used for an optical recording layer formed on a support of an optical recording medium.

### Claim 9 (depends on 1)

The cyanine compound according to claim 1, wherein M in the general formula (IV) is Fe, Co, Ni or Ti.
