US2002128249A1PendingUtilityA1
Phthalocyanine analogs
Est. expiryOct 30, 2017(expired)· nominal 20-yr term from priority
Inventors:Michael J. Cook
B82Y 10/00C07D 487/22C09B 47/00A61P 43/00A61P 35/00B82Y 30/00C09K 19/3488
40
PatentIndex Score
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Cited by
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Claims
Abstract
Disclosed are compounds of formula V where M is a metal atom; a metal compound; 2H whereby one H is bonded to each of the two nitrogen atoms depicted as being bonded to M (positions 29 and 31 shown) R 3 is H or methyl; R 1 and R 4 are independently selected from: H, C 1 to C 4 alkyl, C 2 to C 4 alkenyl, methoxy, butoxy, propoxy, NH 2 , NH—(C 1 to C 4 alkyl), N—(C 1 to C 4 alkyl) 2 , S—(C 1 to C 4 alkyl); R 8 to R 25 are the same or different and are independently selected from: C 1 to C 32 alkyl; C 2 to C 32 alkenyl; X—O—Y; X-phenyl, X 2 COOX 1 , X 2 CONR 1 R 11 , H; halide; where: X and X 2 are independently selected from: a chemical bond, —(CH 2 ) n — where n is an integer from 1 to 32, —(CH 2 ) a —CH═CH(CH 2 ) b where a and b are independently selected from integers 0-32 and a+b totals 32; X 1 and Y are independently selected from: C 1 to C 32 alkyl, C 2 to C 32 alkenyl, and H; R 1 and R 11 are independently selected from: H; C 1 to C 32 alkyl, C 2 to C 32 alkenyl, —(CH 2 ) n —; with the proviso that at least one of R 8 to R 25 is selected from: C 1 to C 32 alkyl, C 2 to C 32 alkenyl, X—O—Y, X-phenyl, X 2 COOX 1 , X 2 CONR 1 R 11 .
Claims
exact text as granted — not AI-modified1 . A compound of Formula I (FIG. 1( b ))
wherein:
M is selected from:
a metal atom; a metal compound; 2H whereby one H is bonded to each of the two nitrogen atoms depicted as being bonded to M (positions 29 and 31 shown)
and wherein:
one or more of the Q groups is selected from: formula II (FIG. 1( c )) or formula III (FIG. 1( d )), with the remaining Q groups each being formula IV (FIG. 1( e )):
wherein:
R 33 and R 34 are independently selected from: H or methyl
R 35 is selected from: H; C 1 to C 4 alkyl; C 2 to C 4 alkenyl: methoxy: butoxy; propoxy; NH 2 ; NH—(C 1 to C 4 alkyl); N—(C 1 to C 4 alkyl) 2 , S—(C 1 to C 4 alkyl),
each R n and R p group is independently selected from: C 1 to C 32 alkyl; C 2 to C 32 alkenyl; X—O—Y; X-phenyl
X 2 COOX 1 ; X 2 CONR 1 R 11 ; H; halide
wherein:
X and X 2 are independently selected from: a chemical bond; —(CH 2 ) n — wherein n is an integer from 1 to 32; —(CH 2 ) a —CH═CH(CH 2 ) b where a and b are independently selected from integers 0-32 and a+b totals 32.
X 1 and Y are independently selected from: C 1 to C 32 alkyl; C 2 to C 32 alkenyl; H
R 1 and R 11 are independently selected from: H; C 1 to C 32 alkyl; C 2 to C 32 alkenyl; —(CH 2 ) n —
with the proviso that where more than one Q is Formula II with the remaining Q group being Formula IV, at least one group independently selected from: R 33, R 34 , R 35 , an R n group, an R p group, is not H.
2 . A compound as claimed in claim 1 having formula V (FIG. 1( f )),
Wherein:
M is selected from:
a metal atom, a metal compound: 2H whereby one H is bonded to each of the two nitrogen atoms depicted as being bonded to M (positions 29 and 31 shown)
R 3 is H or methyl
R 1 and R 4 are independently selected from: H; C 1 to C 4 alkyl; C 2 to C 4 alkenyl; methoxy; butoxy; propoxy; NH 2 ; NH—(C 1 to C 4 alkyl); N—(C 1 to C 4 alkyl) 2 , S—(C 1 to C 4 alkyl),
R 8 to R 25 are the same or different and are independently selected from:
C 1 to C 32 alkyl; C 2 to C 32 alkenyl; X—O—Y; X-phenyl
X 2 COOX 1 ; X 2 CONR 1 R 11 ; H; halide
and wherein X, X 2 , X 1 , Y, R 1 and R 11 are as defined in claim 1 .
3 . A compound as claimed in claim 1 or claim 2 wherein all non-peripheral R groups other than those attached to pyridyl nuclei are selected from: H; alkyl containing up to 32; up to 20; between 4-14; or between 8-12 C atoms where 1 or more adjacent CH 2 groups may be replaced by O or a double bond, and the remaining R groups are all H.
4 . A compound as claimed in claim 3 wherein all non-peripheral R groups are H.
5 . A compound as claimed in any one of the preceding claims wherein all peripheral R groups other than those attached to pyridyl nuclei are selected from: alkyl containing up to 32; up to 20; between 4-14; between 8-12 C atoms, and the remaining R groups are all H.
6 . A compound as claimed in any one of the preceding claims wherein R 33, R 34 , R 1 and R 3 are H.
7 . A compound as claimed in any one of the preceding claims wherein R 35 and R 4 are electron donating groups independently selected from: O-alkyl, NH 2 , NH-alkyl, N(alkyl) 2 , alkyl, S-alkyl.
8 . A compound as claimed in any one of the preceding claims wherein those the alkyl groups present within R groups are straight chain alkyl.
9 . A compound as claimed in any one of the preceding claims wherein M is selected from: 2H; Ru, Ni, Pb, V, Pd, Co, Nb, Al, Sn, Zn, Cu, Mg, Ca, In, Ga, Fe, Eu, Lu and Ge.
10 . A compound as claimed in claim 9 wherein M is selected from: 2H; Zn; Cu; Co; Ru; and Ni.
11 . A compound as claimed in claim 10 having formula VI (FIG. 1( g )) wherein M is selected from: 2H; Zn; Ni.
12 . A compound as claimed in any one of the preceding claims which has an absorption maximum in the near infra-red.
13 . A compound as claimed in any one of the preceding claims which is soluble.
14 . A composition comprising a compound as claimed any one of the preceding claims.
15 . A pharmaceutical composition comprising a compound of any one of claims 1 to 13 in admixture with a pharmaceutically acceptable carrier.
16 . A compound of any one of claims 1 to 13 for use in PDT.
17 . A compound of any one of claims 1 to 13 for use in the preparation of a medicament.
18 . A compound as claimed in claim 16 or claim 17 wherein the PDT or the medicament is for the treatment of a mammal having a tumour susceptible to photodynamic treatment.
19 . A method of treatment comprising the step of exposing a compound as claimed in any one of claims 1 to 13 to laser radiation.
20 . Use of a compound of any one of claims 1 to 13 in an LC device.
21 . An LC device comprising two spaced walls each bearing electrode structures and treated on at least one facing surface with an alignment layer comprising a compound as claimed in any one of claims 1 to 13 .
22 . An LC device as claimed in claim 21 which is an electro-optical display device.
23 . Use of a compound of any one of claims 1 to 13 in an optical recording medium.
24 . A method of storing or retrieving information comprising the step of exposing a compound as claimed in any one of claims 1 to 13 to laser radiation.
25 . An optical recording medium comprising a recording layer, said layer comprising a compound as claimed in any one of claims 1 to 13 .
26 . An optical recording medium as claimed 25 wherein the compound is present as a spin coated film.
27 . An optical recording medium as claimed in claim 26 wherein the compound is a near infra-red absorber.
28 . Use of a compound of any one of claims 1 to 13 in a gas sensor.
29 . A method of detecting a gas in a sample comprising the step of exposing a compound as claimed in any one of claims 1 to 13 to the sample.
30 . A gas sensor comprising a compound as claimed in any one of claims 1 to 13 .
31 . A gas sensor as claimed in claim 30 wherein the compound is present as a spin coated film.
32 . An LB film comprising a compound as claimed in any one of claims 1 to 13 .
33 . A molecular wire comprising a compound as claimed in any one claims 1 to 13 .
34 . Use of a compound as claimed in any one of claims 1 to 13 in a Photonic device.
35 . A Photonic device comprising a compound as claimed in any one of claims 1 to 13 .
36 . Use of a compound as claimed in claimed in any one of claims 1 to 13 in any one of the following: electrocatalysis; photocatalysis; electric conduction; photoconductivity: electrochromism; a photovoltaic cell; a battery.
37 . Use of a compound as claimed in any one of claims 1 to 13 in the production of a dimer.
38 . A dimer or higher oligomer consisting of a compound as claimed in any one claims 1 to 13 .
39 . A mixed dimer or higher oligomer comprising a compound as claimed in any one and a further Pc or Pc derivative.
40 . Use of a compound of any one of claims 1 to 13 in the production of a polymer.
41 . A polymer consisting of a compound as claimed in any one of claims 1 to 13 in polymerised form.
42 . An AzaPc essentially as described herein with reference to the accompanying Examples and Figures.
43 . A method of producing a compound as claimed in any one claims 1 to 13 essentially as described herein with reference to Example 1.Join the waitlist — get patent alerts
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