Telluropyrylium electron accepting dye sensitizers for electron donating photoconductive compositions

Claim 2

A dye comprising a telluropyrylium nucleus.

Claim 3

A dye comprising a telluropyrylium nucleus having a structure ##STR54## wherein R 1 , R 3 and R 5 each independently represent hydrogen, alkyl, alkylamino, dialkylamino, alkoxy, aryloxy, alkylaryl, aryl, heterocyclyl, --CH═CH).sub.n CH═A.sub.1, --CH═CH).sub.n A.sub.2 or a zwitterionic diketonate of the structure: ##STR55## wherein R 2 and R 4 each independently represents hydrogen, aryl or alkyl; or R 2 and R 3 , or R 4 and R 5 , taken together with the carbon atoms to which they are attached, form a mono- or polynuclear fused carbocyclic ring having from about 5 to 20 carbon atoms; R 6 and R 7 each independently represents hydrogen, alkyl, aryl, heteroaryl or a mono- or polycyclic heterocyclylidene group, or R 6 and R 7 taken together with the carbon atoms to which they are attached, form a fused mono- or polycyclic, carbocyclic or heterocyclic group having from about 5 to 20 carbon atoms; A 1 represents a mono- or polycyclic heterocyclylidene group; A 2 represents hydrogen, alkyl, alkoxy, aryl, amino, dialkylaminoaryl, alkylamino, arylamino, dialkylamino, diarylamino or a mono- or polycyclic heterocyclyl group; n represents a number from 0 to 5; m represents 1, except when R 1 , R 3 or R 5 is the zwitterionic group, m represents 0; X represents an anion; Y represents BF 2 or PF 4 ; and Z represents O or S.

Claim 4

A dye comprising a telluropyrylium nucleus having a structure ##STR54## wherein R 1 , R 3 and R 5 each independently represent hydrogen, alkyl, alkylamino, dialkylamino, alkoxy, aryloxy, alkylaryl, aryl, heterocyclyl, --CH═CH).sub.n CH═A.sub.1, --CH═CH).sub.n A.sub.2 or a zwitterionic diketonate of the structure: ##STR55## wherein R 2 and R 4 each independently represents hydrogen, aryl or alkyl; or R 2 and R 3 , or R 4 and R 5 , taken together with the carbon atoms to which they are attached, form a mono- or polynuclear fused carbocyclic ring having from about 5 to 20 carbon atoms; R 6 and R 7 each independently represents hydrogen, alkyl, aryl, heteroaryl or a mono- or polycyclic heterocyclylidene group, or R 6 and R 7 taken together with the carbon atoms to which they are attached, form a fused mono- or polycyclic, carbocyclic or heterocyclic group having from about 5 to 20 carbon atoms; A 1 represents a mono- or polycyclic heterocyclylidene group; A 2 represents hydrogen, alkyl, alkoxy, aryl, amino, dialkylaminoaryl, alkylamino, arylamino, dialkylamino, diarylamino or a mono- or polycyclic heterocyclyl group; n represents a number from 0 to 5; m represents 1, except when R 1 , R 3 or R 5 is the zwitterionic group, m represents 0; X represents an anion; Y represents BF 2 or PF 4 ; and Z represents O or S.

Claim 5

A dye according to claim 2 wherein R 1 , R 3 and R 5 each independently represents hydrogen, methyl, ethyl, phenyl, p-N,N-dimethylaminophenyl, p-anisyl, phenoxy, ethoxy, methoxy, --CH═CH).sub.n CH═A.sub.1 or --CH═CH).sub.n A.sub.2 ; R 6 and R 7 each independently represents hydrogen, methyl, phenyl, methoxyphenyl, p-N,N-dimethylaminophenyl, pyridyl, oxazolyl, thiazolyl, selenazolyl, pyranyl, thiapyranyl, selenapyranyl, telluropyranyl, or oxaindolazinyl or R 6 and R 7 are taken together with the carbon atoms to which they are attached to form a fused mono- or polycyclic, carbocyclic or heterocyclic group having from 5 to 20 carbon atoms; A 1 represents a nucleus selected from the group consisting of oxazolylidene, thiazolylidene, selenazolylidene, imidazolylidene, pyranylidene, thiapyranylidene, selenapyranylidene, telluropyranylidene, oxaindolazinylidene, benzoxazolylidene, benzothiazolylidene, benzopyranylidene, benzothiapyranylidene, benzoselenapyranylidene, or benzotelluropyranylidene; A 2 represents hydrogen, methyl, methoxy, ethoxy, phenyl, dimethylaminophenyl, dimethylamino or a nucleus selected from the group consisting of oxazolyl, 9-julolidyl, thiazolyl, selenazolyl, imidazolyl, pyryliumyl, thiapyryliumyl, selenapyrylium, telluropyrylium, pyrydinyl, furanyl, thiophenyl, selenophenyl, tellurophenyl, oxaindolazinyl, benzoxazolyl, benzothiazolyl, benzopyryliumyl, benzothiapyryliumyl, benzoselenapyryliumyl, benzotelluropyryliumyl or naphthyl; X represents BF 4 , ClO 4 , CF 3 SO 3 , FSO 3 , PF 6 , CH 3 SO 3 , CL, Br, or I.

Claim 6

A dye comprising a benzotelluropyrylium nucleus.

Claim 7

A dye comprising a benzotelluropyrylium nucleus.

Claim 8

A dye comprising a benzotelluropyrylium nucleus having a structure: ##STR56## wherein, R 10 and R 8 each independently represents hydrogen, alkyl, alkylamino, arylamino, alkoxy, aryloxy, dialkylamino, diarylamino, --CH═CH).sub.n CH═A.sub.1, --CH═CH).sub.n A.sub.2 or a zwitterionic diketonate of the structure: ##STR57## A 1 represents a mono- or polycyclic heterocyclylidene group; A 2 represents hydrogen, alkyl, alkoxy, aryl, dialkylaminoaryl, dialkylamino, alkylamino, arylamino or a mono- or polycyclic heterocyclyl group; R 6 and R 7 each independently represents hydrogen, alkyl, aryl, heteroaryl, a mono- or polycyclic heterocyclylidene group or R 6 and R taken together with the carbon atom to which they are attached, form a fused mono- or polycyclic carbocyclic or heterocyclic group having from about 5 to 20 carbon atoms; R 9 , R 11 , R 12 , R 13 and R each independently represents hydrogen, alkyl, alkoxy, aryl, halogen, alkylamino or arylamino; or R 11 and R 12 , R 12 and R 13 or R 13 and R 14 , taken together with the carbon atoms to which they are attached, form a fused carbocyclic ring having from 5 to 20 carbon atoms; n represents 0, 1 or 2; m represents 1 except when R 8 or R 10 is the zwitterionic group, m represents 0; X represents an anion; Y represents BF 2 or PF 4 ; and Z represents O or S.

Claim 9

A dye comprising a benzotelluropyrylium nucleus having a structure: ##STR56## wherein, R 10 and R 8 each independently represents hydrogen, alkyl, alkylamino, arylamino, alkoxy, aryloxy, dialkylamino, diarylamino, --CH═CH).sub.n CH═A.sub.1, --CH═CH).sub.n A.sub.2 or a zwitterionic diketonate of the structure: ##STR57## A 1 represents a mono- or polycyclic heterocyclylidene group; A 2 represents hydrogen, alkyl, alkoxy, aryl, dialkylaminoaryl, dialkylamino, alkylamino, arylamino or a mono- or polycyclic heterocyclyl group; R 6 and R 7 each independently represents hydrogen, alkyl, aryl, heteroaryl, a mono- or polycyclic heterocyclylidene group or R 6 and R taken together with the carbon atom to which they are attached, form a fused mono- or polycyclic carbocyclic or heterocyclic group having from about 5 to 20 carbon atoms; R 9 , R 11 , R 12 , R 13 and R each independently represents hydrogen, alkyl, alkoxy, aryl, halogen, alkylamino or arylamino; or R 11 and R 12 , R 12 and R 13 or R 13 and R 14 , taken together with the carbon atoms to which they are attached, form a fused carbocyclic ring having from 5 to 20 carbon atoms; n represents 0, 1 or 2; m represents 1 except when R 8 or R 10 is the zwitterionic group, m represents 0; X represents an anion; Y represents BF 2 or PF 4 ; and Z represents O or S.

Claim 10

A dye according to claim 5 wherein R 8 and R 10 each independently represent hydrogen, methyl, ethyl, methoxy, hydroxy, ethoxy, phenyl, phenoxy, p-anisyl, 2,5-dimethoxyphenyl, p-N,N-dimethylaminophenyl, --CH═CH).sub.n CH═A.sub.1 or --CH═CH).sub.n A.sub.2 ; A 1 represents a nucleus selected from the group consisting of oxazolylidene, thiazolylidene, selenazolylidene, imidazolylidene, pyranylidene, thiapyranylidene, selenapyranylidene, telluropyranylidene, oxaindolazinylidene, benzoxazolylidene, benzothiazolylidene, benzopyranylidene, benzothiapyranylidene, benzoselenapyranylidene, or benzotelluropyranylidene; A 2 represents hydrogen, methyl, methoxy, ethoxy, phenyl, dimethylaminophenyl, dimethylamino or a nucleus selected from the group consisting of oxazolyl, 9-julolidyl, thiazolyl, selenazolyl, imidazolyl, pyryliumyl, thiapyryliumyl, selenapyrylium, telluropyrylium, pyrydinyl, furanyl, thiophenyl, selenophenyl, tellurophenyl, oxaindolazinyl, benzoxazolyl, benzothiazolyl, benzopyryliumyl, benzothiapyryliumyl, benzoselenapyryliumyl, benzotelluropyryliumyl or naphthyl; R 6 and R 7 each independently represents hydrogen, methyl, phenyl, methoxyphenyl, p-N,N-dimethylaminophenyl, aminophenyl, pyridyl, oxazolyl, thiazolyl, selenazolyl, pyranyl, thiapyranyl, selenapyranyl, telluropyranyl or oxindolazinyl; or R 6 and R 7 are taken together with the carbon atoms to which they are attached to form a fused naphthalene ring; and X represents BF 4 , ClO 4 , CF 3 SO 3 , FSO 3 , PF 6 , CH 3 SO 3 , Cl, Br or I.

Claim 11

A dye comprising a telluropyrylium nucleus selected from the group consisting of: ##STR58## wherein A 1 , A 2 , n, R 3 , R 5 and X for each dye is as defined below: ______________________________________ Dye A.sub.1 or No. A.sub.2 R.sub.3 R.sub.5 n X.sup.- ______________________________________ 1 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 ClO.sub.4 2 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 BF.sub.4 3 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 CF.sub.3 SO.sub.3 ##STR59## C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 BF.sub.4 5 ##STR60## C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 ClO.sub.4 6 ##STR61## C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 ClO.sub.4 7 CH.sub.3 CH.sub.2 O C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 FSO.sub.3 8 CH.sub.3 C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 BF.sub.4 9 ##STR62## C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 BF.sub.4 10 ##STR63## C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 BF.sub.4 11 ##STR64## C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 ClO.sub.4 12 ##STR65## C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 ClO.sub.4 13 ##STR66## C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 BF.sub.4 14 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 BF.sub.4 15 p-Me.sub. 2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 C.sub.6 H.sub.5 2 BF.sub.4 16 ##STR67## C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 CF.sub.3 SO.sub.3 17 ##STR68## C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 CF.sub.3 SO.sub.3 18 CH.sub.3 C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 BF.sub.4 19 CH.sub.3 CH.sub.2 O C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 FSO.sub.3 20 p-Me.sub.2 N C.sub.6 H.sub.4 CH.sub.3 CH.sub.3 0 BF.sub.4 ______________________________________

Claim 12

A dye comprising a telluropyrylium nucleus selected from the group consisting of: ##STR58## wherein A 1 , A 2 , n, R 3 , R 5 and X for each dye is as defined below: ______________________________________ Dye A.sub.1 or No. A.sub.2 R.sub.3 R.sub.5 n X.sup.- ______________________________________ 1 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 ClO.sub.4 2 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 BF.sub.4 3 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 CF.sub.3 SO.sub.3 ##STR59## C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 BF.sub.4 5 ##STR60## C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 ClO.sub.4 6 ##STR61## C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 ClO.sub.4 7 CH.sub.3 CH.sub.2 O C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 FSO.sub.3 8 CH.sub.3 C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 BF.sub.4 9 ##STR62## C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 BF.sub.4 10 ##STR63## C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 BF.sub.4 11 ##STR64## C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 ClO.sub.4 12 ##STR65## C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 ClO.sub.4 13 ##STR66## C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 BF.sub.4 14 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 BF.sub.4 15 p-Me.sub. 2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 C.sub.6 H.sub.5 2 BF.sub.4 16 ##STR67## C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 CF.sub.3 SO.sub.3 17 ##STR68## C.sub.6 H.sub.5 C.sub.6 H.sub.5 1 CF.sub.3 SO.sub.3 18 CH.sub.3 C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 BF.sub.4 19 CH.sub.3 CH.sub.2 O C.sub.6 H.sub.5 C.sub.6 H.sub.5 0 FSO.sub.3 20 p-Me.sub.2 N C.sub.6 H.sub.4 CH.sub.3 CH.sub.3 0 BF.sub.4 ______________________________________

Claim 13

A dye comprising a benzotelluropyrylium nucleus selected from the group of dyes consisting of: ##STR69## wherein A, n, R 3 , R 8 , R 13 and X for each dye is as defined below: ______________________________________ Dye A.sub.1 or No. A.sub.2 R.sub.3 R.sub.13 n X.sup.- ______________________________________ 1 H C.sub.6 H.sub.5 CH.sub.3 O 0 ClO.sub.4 2 H C.sub.6 H.sub.5 CH.sub.3 O 0 PF.sub.6 3 CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 O 0 CF.sub.3 SO.sub.3 4 CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 O 0 BF.sub.4 5 CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 O 0 ClO.sub.4 6 CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 O 0 ClO.sub.4 7 CH.sub.3 CH.sub.2 O C.sub.6 H.sub.5 CH.sub.3 O 0 FSO.sub.3 8 CH.sub.3 CH.sub.2 O CH.sub.3 CH.sub.3 O 0 FSO.sub.3 9 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 CH.sub.3 O 0 BF.sub.4 10 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 CH.sub.3 O 0 ClO.sub.4 11 p-Me.sub.2 N C.sub. 6 H.sub.4 C.sub.6 H.sub.5 CH.sub.3 O 1 CF.sub.3 SO.sub.3 12 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 CH.sub.3 O 1 BF.sub.4 13 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 CH.sub.3 O 2 CF.sub.3 SO.sub.3 14 Me.sub.2 N C.sub.6 H.sub.5 CH.sub.3 O 1 CF.sub.3 SO.sub.3 15 ##STR70## C.sub.6 H.sub.5 CH.sub.3 O 0 BF.sub.4 16 ##STR71## C.sub.6 H.sub.5 CH.sub.3 O 0 ClO.sub.4 17 ##STR72## C.sub.6 H.sub.5 CH.sub.3 O 0 ClO.sub.4 18 ##STR73## C.sub.6 H.sub.5 CH.sub.3 O 1 CF.sub.3 SO.sub.3 19 ##STR74## C.sub.6 H.sub.5 CH.sub.3 O 1 ClO.sub.4 20 ##STR75## C.sub.6 H.sub.5 CH.sub.3 O 1 PF.sub.6 21 ##STR76## C.sub.6 H.sub.5 CH.sub.3 O 1 CF.sub.3 SO.sub.3 22 ##STR77## C.sub.6 H.sub.5 CH.sub.3 O 2 PF.sub.6 23 ##STR78## C.sub.6 H.sub.5 CH.sub.3 O 2 CF.sub.3 SO.sub.3 24 ##STR79## C.sub.6 H.sub.5 CH.sub. 3 O 3 CF.sub.3 SO.sub.3 25 ##STR80## C.sub.6 H.sub.5 CH.sub.3 O 1 CF.sub.3 SO.sub.3 26 ##STR81## C.sub.6 H.sub.5 CH.sub.3 O 2 CF.sub.3 SO.sub.3 27 ##STR82## C.sub.6 H.sub.5 CH.sub.3 O 1 BF.sub.4 28 ##STR83## C.sub.6 H.sub.5 CH.sub.3 O 1 BF.sub.4 29 ##STR84## C.sub.6 H.sub.5 CH.sub.3 O 1 PF.sub.6 30 C.sub.6 H.sub.5 CH.sub.3 CH.sub.3 O 0 CF.sub.3 SO.sub.3 ______________________________________

Claim 14

A dye comprising a benzotelluropyrylium nucleus selected from the group of dyes consisting of: ##STR69## wherein A, n, R 3 , R 8 , R 13 and X for each dye is as defined below: ______________________________________ Dye A.sub.1 or No. A.sub.2 R.sub.3 R.sub.13 n X.sup.- ______________________________________ 1 H C.sub.6 H.sub.5 CH.sub.3 O 0 ClO.sub.4 2 H C.sub.6 H.sub.5 CH.sub.3 O 0 PF.sub.6 3 CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 O 0 CF.sub.3 SO.sub.3 4 CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 O 0 BF.sub.4 5 CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 O 0 ClO.sub.4 6 CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 O 0 ClO.sub.4 7 CH.sub.3 CH.sub.2 O C.sub.6 H.sub.5 CH.sub.3 O 0 FSO.sub.3 8 CH.sub.3 CH.sub.2 O CH.sub.3 CH.sub.3 O 0 FSO.sub.3 9 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 CH.sub.3 O 0 BF.sub.4 10 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 CH.sub.3 O 0 ClO.sub.4 11 p-Me.sub.2 N C.sub. 6 H.sub.4 C.sub.6 H.sub.5 CH.sub.3 O 1 CF.sub.3 SO.sub.3 12 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 CH.sub.3 O 1 BF.sub.4 13 p-Me.sub.2 N C.sub.6 H.sub.4 C.sub.6 H.sub.5 CH.sub.3 O 2 CF.sub.3 SO.sub.3 14 Me.sub.2 N C.sub.6 H.sub.5 CH.sub.3 O 1 CF.sub.3 SO.sub.3 15 ##STR70## C.sub.6 H.sub.5 CH.sub.3 O 0 BF.sub.4 16 ##STR71## C.sub.6 H.sub.5 CH.sub.3 O 0 ClO.sub.4 17 ##STR72## C.sub.6 H.sub.5 CH.sub.3 O 0 ClO.sub.4 18 ##STR73## C.sub.6 H.sub.5 CH.sub.3 O 1 CF.sub.3 SO.sub.3 19 ##STR74## C.sub.6 H.sub.5 CH.sub.3 O 1 ClO.sub.4 20 ##STR75## C.sub.6 H.sub.5 CH.sub.3 O 1 PF.sub.6 21 ##STR76## C.sub.6 H.sub.5 CH.sub.3 O 1 CF.sub.3 SO.sub.3 22 ##STR77## C.sub.6 H.sub.5 CH.sub.3 O 2 PF.sub.6 23 ##STR78## C.sub.6 H.sub.5 CH.sub.3 O 2 CF.sub.3 SO.sub.3 24 ##STR79## C.sub.6 H.sub.5 CH.sub. 3 O 3 CF.sub.3 SO.sub.3 25 ##STR80## C.sub.6 H.sub.5 CH.sub.3 O 1 CF.sub.3 SO.sub.3 26 ##STR81## C.sub.6 H.sub.5 CH.sub.3 O 2 CF.sub.3 SO.sub.3 27 ##STR82## C.sub.6 H.sub.5 CH.sub.3 O 1 BF.sub.4 28 ##STR83## C.sub.6 H.sub.5 CH.sub.3 O 1 BF.sub.4 29 ##STR84## C.sub.6 H.sub.5 CH.sub.3 O 1 PF.sub.6 30 C.sub.6 H.sub.5 CH.sub.3 CH.sub.3 O 0 CF.sub.3 SO.sub.3 ______________________________________

Claim 15

A dye comprising a telluropyrylium nucleus and zwitterionic diketonate substituent selected from the group of dyes consisting of: ##STR85##

Claim 16

A dye comprising a telluropyrylium nucleus and zwitterionic diketonate substituent selected from the group of dyes consisting of: ##STR85##

Claim 17

A photoconductive composition comprising an electron donating organic photoconductor and a sensitizing amount of a dye defined in claims 1, 2, 3, 4, 5, 6, 7, 8 or 9.

Claim 18

A photoconductive composition as in claim 10, wherein the dye is present in an amount of from 0.001 to 30% based on the weight of the composition.

Claim 19

A photoconductive composition as in claim 10, wherein the electron donating photoconductor comprises a tertiary amine.

Claim 20

A photoconductive composition as in claim 10, wherein the electron donating photoconductor comprises a triarylamine.

Claim 21

A photoconductive element comprising a support having a layer containing an electron donating organic photoconductor and a sensitizing amount of a dye defined in claims 1, 2, 3, 4, 5, 6, 7, 8 or 9.