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US4088496A Expired / Lapsed US ⏱️ 0.0 years remaining

Heat developable photographic materials and process

Assignee: Eastman Kodak Co
•
Filing: 1976-12-22
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Granted: 1978-05-09
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Expires: 1996-12-22
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Abstract

Abstract An activator precursor, which is preferably an activator-stabilizer precursor, containing a base portion and an acid portion has improved properties when the acid portion is a 2-carboxycarboxamide. The activator precursors are useful in photographic materials which are responsive to heat for processing. The activator stabilizers have improved coating properties and do not release undesirable volatile materials upon heating.

Inventors

  • 👤 Paul B. Merkel

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 02:03
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/005; G03C1/06; G03C1/43; Y; Y10; Y10S; Y10S430/00; Y10S430/156

Claims Analysis

Total Claims: 42
Claim 1
Independent Claim 60 words
In a heat developable, photographic element comprising a support having thereon (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder, and (d) an activating concentration of an activator precursor having a base portion and an acid portion; said (d) being contiguous to (a) and (b); the improvement wherein said acid portion is a 2-carboxycarboxamide.
Claim 2
Dependent Claim 60 words
In a heat developable, photographic element comprising a support having thereon (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder, and (d) an activating concentration of an activator precursor having a base portion and an acid portion; said (d) being contiguous to (a) and (b); the improvement wherein said acid portion is a 2-carboxycarboxamide.
Claim 3
Dependent Claim 70 words
A heat developable and heat stabilizable photographic element as in claim 1 wherein said base portion is an amine or isothiuronium moiety having a pKa value within the range of 8 to 12 and wherein said 2-carboxycarboxamide undergoes less than 10% weight loss, except loss due to water release, in a thermogravimetric scan between about 30° and about 180° C where the scan rate is about 40° C per minute.
Claim 4
Dependent Claim 22 words
A heat developable photographic element as in claim 1 wherein said activator precursor is an activator-stabilizer precursor containing an N,N'-ethylenebis(phthalamic acid moiety.
Claim 5
Dependent Claim 24 words
A heat developable photographic element as in claim 1 wherein said activator precursor is an activator-stabilizer precursor consisting essentially of 1,3-bis(2-amino-2-thiazolinyl)propane · N,N'-ethylenebis(phthalamic acid).
Claim 6
Dependent Claim 18 words
A heat developable photographic element as in claim 1 wherein said photographic silver salt is photographic silver halide.
Claim 7
Dependent Claim 31 words
The heat developable photographic element as in claim 1 wherein said activating concentration is within the range of 2.0 to 4 moles of said activator-precursor per mole of photographic silver salt.
Claim 8
Dependent Claim 47 words
A heat developable and heat stabilizable photographic element comprising a support having thereon a layer comprising (a) photographic silver halide, (b) a 3-pyrazolidone silver halide developing agent, (c) a polymeric binder, and (d) an activating and stabilizing concentration of an activator-stabilizer precursor represented by the formula: ##STR29##
Claim 9
Dependent Claim 47 words
A heat developable and heat stabilizable photographic element comprising a support having thereon a layer comprising (a) photographic silver halide, (b) a 3-pyrazolidone silver halide developing agent, (c) a polymeric binder, and (d) an activating and stabilizing concentration of an activator-stabilizer precursor represented by the formula: ##STR29##
Claim 10
Dependent Claim 65 words
A heat developable and heat stabilizable photographic element comprising a support having thereon a layer comprising (a) a photographic silver bromoiodide, (b) an activating and stabilizing concentration of an activator-stabilizer precursor consisting essentially of 1,3-bis(2-amino-2-thiazolinyl)propane · N,N'-ethylenebis-(phthalamic acid), (c) an auxiliary stabilizer precursor consisting essentially of 1,3-bis[2S-(N,N-ethyleneisothiourea)ethyl]urea, (d) N,N-ethylenebis(phthalamic acid), (e) a silver halide developing agent consisting essentially of 4-hydroxymethyl-4-methyl-1-phenyl-3-pyrazolidone, and (f) a gelatino binder.
Claim 11
Dependent Claim 65 words
A heat developable and heat stabilizable photographic element comprising a support having thereon a layer comprising (a) a photographic silver bromoiodide, (b) an activating and stabilizing concentration of an activator-stabilizer precursor consisting essentially of 1,3-bis(2-amino-2-thiazolinyl)propane · N,N'-ethylenebis-(phthalamic acid), (c) an auxiliary stabilizer precursor consisting essentially of 1,3-bis[2S-(N,N-ethyleneisothiourea)ethyl]urea, (d) N,N-ethylenebis(phthalamic acid), (e) a silver halide developing agent consisting essentially of 4-hydroxymethyl-4-methyl-1-phenyl-3-pyrazolidone, and (f) a gelatino binder.
Claim 12
Dependent Claim 94 words
A heat developable and heat stabilizable photographic element comprising a support having thereon a layer comprising (a) photographic silver bromoiodide, (b) a development restrainer represented by the formula: ##STR30## (c) a toning concentration of an image toner represented by the formula: ##STR31## (d) an auxiliary activator-stabilizer precursor represented by the formula: ##STR32## (e) an activating and stabilizing concentration of an activator-stabilizer precursor represented by the formula: ##STR33## (f) a first silver halide developing agent consisting essentially of 2-(n-propyl)-4,5,6-trihydropyrimidine, (g) a second silver halide developing agent consisting essentially of 4-hydroxymethyl-4-methyl-1-phenyl-3-pyrazolidone, and (h) a gelatino binder.
Claim 13
Dependent Claim 94 words
A heat developable and heat stabilizable photographic element comprising a support having thereon a layer comprising (a) photographic silver bromoiodide, (b) a development restrainer represented by the formula: ##STR30## (c) a toning concentration of an image toner represented by the formula: ##STR31## (d) an auxiliary activator-stabilizer precursor represented by the formula: ##STR32## (e) an activating and stabilizing concentration of an activator-stabilizer precursor represented by the formula: ##STR33## (f) a first silver halide developing agent consisting essentially of 2-(n-propyl)-4,5,6-trihydropyrimidine, (g) a second silver halide developing agent consisting essentially of 4-hydroxymethyl-4-methyl-1-phenyl-3-pyrazolidone, and (h) a gelatino binder.
Claim 14
Dependent Claim 48 words
In a heat developable, photographic composition comprising (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder, and (d) an activating concentration of an activator precursor having a base portion and an acid portion, the improvement wherein said acid portion is a 2-carboxycarboxamide.
Claim 15
Dependent Claim 48 words
In a heat developable, photographic composition comprising (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder, and (d) an activating concentration of an activator precursor having a base portion and an acid portion, the improvement wherein said acid portion is a 2-carboxycarboxamide.
Claim 16
Dependent Claim 22 words
A heat developable photographic composition as in claim 10 wherein said activator precursor is an activator-stabilizer precursor containing an N,N'-ethylenebis(phthalamic acid) moiety.
Claim 17
Dependent Claim 24 words
A heat developable photographic composition as in claim 10 wherein said activator precursor is an activator-stabilizer precursor consisting essentially of 1,3-bis(2-amino-2-thiazolinyl)propane · N,N'-ethylenebis(phthalamic acid).
Claim 18
Dependent Claim 17 words
A heat developable composition as in claim 10 wherein said photographic silver salt is photographic silver halide.
Claim 19
Dependent Claim 31 words
A heat developable photographic composition as in claim 10 wherein said activating concentration is within the range of 0.2 to 4 moles of said activator-precursor per mole of photographic silver salt.
Claim 20
Dependent Claim 39 words
A heat developable and heat stabilizable photographic composition comprising (a) a photographic silver halide, (b) a 3-pyrazolidone silver halide developing agent, (c) a polymeric binder, and (d) a stabilizing concentration of an activator-stabilizer precursor represented by the formula: ##STR34##
Claim 21
Dependent Claim 39 words
A heat developable and heat stabilizable photographic composition comprising (a) a photographic silver halide, (b) a 3-pyrazolidone silver halide developing agent, (c) a polymeric binder, and (d) a stabilizing concentration of an activator-stabilizer precursor represented by the formula: ##STR34##
Claim 22
Dependent Claim 57 words
A heat developable and heat stabilizable composition comprising (a) a photographic silver bromoiodide, (b) an activating and stabilizing concentration of an activator-stabilizer precursor consisting essentially of 1,3-bis(2-amino-2-thiazolinyl)propane · N,N'-ethylenebis(phthalamic acid), (c) an auxiliary stabilizer precursor consisting essentially of 1,3-bis[2S-(N,N'-ethyleneisothiourea)ethyl]urea, (d) N,N-ethylenebis(phthalmic acid), (e) a silver halide developing agent consisting essentially of 4-hydroxymethyl-4-methyl-1-phenyl-3-pyrazolidone, and (f) a gelatino binder.
Claim 23
Dependent Claim 57 words
A heat developable and heat stabilizable composition comprising (a) a photographic silver bromoiodide, (b) an activating and stabilizing concentration of an activator-stabilizer precursor consisting essentially of 1,3-bis(2-amino-2-thiazolinyl)propane · N,N'-ethylenebis(phthalamic acid), (c) an auxiliary stabilizer precursor consisting essentially of 1,3-bis[2S-(N,N'-ethyleneisothiourea)ethyl]urea, (d) N,N-ethylenebis(phthalmic acid), (e) a silver halide developing agent consisting essentially of 4-hydroxymethyl-4-methyl-1-phenyl-3-pyrazolidone, and (f) a gelatino binder.
Claim 24
Dependent Claim 87 words
A heat developable and heat stabilizable photographic composition comprising (a) photographic silver bromoiodide, (b) a development restrainer represented by the formula: ##STR35## (c) a toning concentration of an image toner represented by the formula: ##STR36## (d) an auxiliary activator-stabilizer precursor represented by the formula: ##STR37## (e) an activating and stabilizing concentration of an activator-stabilizer precursor represented by the formula: ##STR38## (f) a first silver halide developing agent consisting essentially of 2-(n-propyl)-4,5,6-trihydropyrimidine, (g) a second silver halide developing agent consisting essentially of 4-hydroxymethyl-4-methyl-1-phenyl-3-pyrazolidone, and (h) a gelatino binder.
Claim 25
Dependent Claim 87 words
A heat developable and heat stabilizable photographic composition comprising (a) photographic silver bromoiodide, (b) a development restrainer represented by the formula: ##STR35## (c) a toning concentration of an image toner represented by the formula: ##STR36## (d) an auxiliary activator-stabilizer precursor represented by the formula: ##STR37## (e) an activating and stabilizing concentration of an activator-stabilizer precursor represented by the formula: ##STR38## (f) a first silver halide developing agent consisting essentially of 2-(n-propyl)-4,5,6-trihydropyrimidine, (g) a second silver halide developing agent consisting essentially of 4-hydroxymethyl-4-methyl-1-phenyl-3-pyrazolidone, and (h) a gelatino binder.
Claim 26
Dependent Claim 161 words
A heat developable and heat stabilizable photographic element comprising a support having thereon (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder and (d) an activating and stabilizing concentration of an activator-stabilizer precursor, said precursor being a 2-carboxycarboxamide represented by the formula: ##STR39## wherein B is a basic protonated nitrogen containing moiety; n is 1 or 2 and is an integer sufficient to form a neutral compound; Y, z, y 1 and Z 1 are independently selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms or Y 1 and Z 1 together represent the atoms necessary to complete a phenylene group; R is selected from the group consisting of hydrogen, alkyl containing 1 to 10 carbon atoms, ##STR40## wherein n' is 1 to 6; and X is the same as Z and X 1 is the same as Z 1 ; said (d) being contiguous to (a) and (b).
Claim 27
Dependent Claim 161 words
A heat developable and heat stabilizable photographic element comprising a support having thereon (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder and (d) an activating and stabilizing concentration of an activator-stabilizer precursor, said precursor being a 2-carboxycarboxamide represented by the formula: ##STR39## wherein B is a basic protonated nitrogen containing moiety; n is 1 or 2 and is an integer sufficient to form a neutral compound; Y, z, y 1 and Z 1 are independently selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms or Y 1 and Z 1 together represent the atoms necessary to complete a phenylene group; R is selected from the group consisting of hydrogen, alkyl containing 1 to 10 carbon atoms, ##STR40## wherein n' is 1 to 6; and X is the same as Z and X 1 is the same as Z 1 ; said (d) being contiguous to (a) and (b).
Claim 28
Dependent Claim 136 words
A heat developable and heat stabilizable photographic element as in claim 18 wherein B is an amine or isothiuronium moiety having a pKa value within the range of 8 to 12 and is selected from the group represented by the formulas: ##STR41## wherein m is 2 to 6; m 1 is 1 or 2; R 1 and R 2 are independently selected from the group consisting of hydrogen and alkyl containing 1 to 5 carbon atoms, or are the carbon atoms necessary to complete a five or six member heterocyclic nucleus; ##STR42## wherein p is 1 or 2; R 4 , when p is 1, is selected from the group consisting of hydrogen and alkyl containing 1 to 3 carbon atoms; R 4 , when p is 2, is alkylene containing 1 to 6 carbon atoms.
Claim 29
Dependent Claim 173 words
A heat developable photographic element comprising a support having thereon a layer comprising (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder, and (d) an activating concentration of an activator precursor having a pKa within the range of 8 to 12 and represented by the formula: ##STR43## wherein Y, X, Y 1 and X 1 are independently selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms or Y 1 and X 1 together represent the atoms necessary to complete a phenylene group; R is selected from the group consisting of hydrogen, alkyl containing 1 to 10 carbon atoms, ##STR44## n' is 1 to 6; q is 1 to 6; r is 1 or 2 and is an integer sufficient to form a neutral compound; R 6 and R 7 are each selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms; R 5 , when r is 2, is selected from the group consisting of ##STR45##
Claim 30
Dependent Claim 173 words
A heat developable photographic element comprising a support having thereon a layer comprising (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder, and (d) an activating concentration of an activator precursor having a pKa within the range of 8 to 12 and represented by the formula: ##STR43## wherein Y, X, Y 1 and X 1 are independently selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms or Y 1 and X 1 together represent the atoms necessary to complete a phenylene group; R is selected from the group consisting of hydrogen, alkyl containing 1 to 10 carbon atoms, ##STR44## n' is 1 to 6; q is 1 to 6; r is 1 or 2 and is an integer sufficient to form a neutral compound; R 6 and R 7 are each selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms; R 5 , when r is 2, is selected from the group consisting of ##STR45##
Claim 31
Dependent Claim 46 words
The heat developable photographic element of claim 20 wherein said activator precursor undergoes less than 10% weight loss, except loss due to water release, in a thermogravimetric scan between about 30° C and about 180° C where the scan rate is about 40° C per minute.
Claim 32
Dependent Claim 146 words
A heat developable and heat stabilizable composition comprising (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder and (d) an activating and stabilizing concentration of an activator-stabilizer precursor that is a 2-carboxycarboxamide represented by the formula: ##STR46## wherein B is a basic protonated nitrogen containing moiety; n is 1 or 2 and is an integer sufficient to form a neutral compound; Y, z, y 1 and Z 1 are individually selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms or Y 1 and Z 1 together represent the atoms necessary to complete a phenylene group; R is selected from the group consisting of hydrogen, alkyl containing 1 to 10 carbon atoms, ##STR47## wherein n' is 1 to 6; X is the same as Z and X 1 is the same as Z 1 .
Claim 33
Dependent Claim 146 words
A heat developable and heat stabilizable composition comprising (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder and (d) an activating and stabilizing concentration of an activator-stabilizer precursor that is a 2-carboxycarboxamide represented by the formula: ##STR46## wherein B is a basic protonated nitrogen containing moiety; n is 1 or 2 and is an integer sufficient to form a neutral compound; Y, z, y 1 and Z 1 are individually selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms or Y 1 and Z 1 together represent the atoms necessary to complete a phenylene group; R is selected from the group consisting of hydrogen, alkyl containing 1 to 10 carbon atoms, ##STR47## wherein n' is 1 to 6; X is the same as Z and X 1 is the same as Z 1 .
Claim 34
Dependent Claim 155 words
A heat developable and heat stabilizable composition as in claim 22 wherein B is an amine or isothiuronium moiety having a pKa value within the range of 8 to 12 and is selected from the group represented by the formulas: ##STR48## wherein m is 2 to 6; m 1 is 1 or 2 and is an integer sufficient to form a neutral compound; R 1 and R 2 are independently selected from the group consisting of hydrogen and alkyl containing 1 to 5 carbon atoms, or are the carbon atoms necessary to complete a five or six member heterocyclic nucleus; ##STR49## wherein p is 1 or 2 and is an integer sufficient to form a neutral compound; R 4 , when p is 1, is selected from the group consisting of hydrogen and alkyl containing 1 to 3 carbon atoms; R 4 , when p is 2, is alkylene containing 1 to 6 carbon atoms.
Claim 35
Dependent Claim 69 words
A heat developable and heat stabilizable photographic composition as in claim 22 wherein B is an amine or isothiuronium moiety having a pKa value within the range of 8 to 12 and wherein said 2-carboxycarboxamide undergoes less than 10% weight loss, except loss due to water release, in a thermogravimetric scan between about 30° C and about 180° C where the scan rate is about 40° C per minute.
Claim 36
Dependent Claim 180 words
A heat developable photographic composition comprising (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder, and (d) an activating concentration of an activator precursor having a pKa within the range of 8 to 14 and represented by the formula: ##STR50## wherein Y, X, Y 1 and X 1 are individually selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms or Y 1 and X 1 together represent the atoms necessary to complete a phenylene group; R is selected from the group consisting of hydrogen, alkyl containing 1 to 10 carbon atoms, ##STR51## n' is 1 to 6; q is 1 to 6; r is 1 or 2 and is an integer sufficient to form a neutral compound; R 6 and R 7 are each selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms; R 5 , when r is 2, is selected from the group consisting of ##STR52## s is 1 to 6; R 5 , when r is 1, is ##STR53##
Claim 37
Dependent Claim 180 words
A heat developable photographic composition comprising (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder, and (d) an activating concentration of an activator precursor having a pKa within the range of 8 to 14 and represented by the formula: ##STR50## wherein Y, X, Y 1 and X 1 are individually selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms or Y 1 and X 1 together represent the atoms necessary to complete a phenylene group; R is selected from the group consisting of hydrogen, alkyl containing 1 to 10 carbon atoms, ##STR51## n' is 1 to 6; q is 1 to 6; r is 1 or 2 and is an integer sufficient to form a neutral compound; R 6 and R 7 are each selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms; R 5 , when r is 2, is selected from the group consisting of ##STR52## s is 1 to 6; R 5 , when r is 1, is ##STR53##
Claim 38
Dependent Claim 47 words
A heat developable photographic composition as in claim 25 wherein said activator precursor undergoes less than 10% weight loss, except loss due to water release, in a thermogravimetric scan between about 30° C and about 180° C where the scan rate is about 40° C per minute.
Claim 39
Independent Claim 92 words
A method of developing an image in an exposed photographic element comprising a support having thereon (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder, and (d) an activating concentration of an activator precursor having a base portion and an acid portion, wherein said acid portion is a 2-carboxycarboxamide; said (d) being contiguous to (a) and (b); comprising heating said element to a temperature within the range of about 120° C to 200° C for about 1 to about 60 seconds until an image is developed.
Claim 40
Independent Claim 92 words
A method of developing an image in an exposed photographic element comprising a support having thereon (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder, and (d) an activating concentration of an activator precursor having a base portion and an acid portion, wherein said acid portion is a 2-carboxycarboxamide; said (d) being contiguous to (a) and (b); comprising heating said element to a temperature within the range of about 120° C to 200° C for about 1 to about 60 seconds until an image is developed.
Claim 41
Independent Claim 192 words
A method of developing and stabilizing an image in an exposed photographic element comprising a support having thereon a layer comprising (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder and (d) an activating and stabilizing concentration of an activator-stabilizer precursor, said precursor being a 2-carboxycarboxamide represented by the formula: ##STR54## wherein B is a basic protonated nitrogen containing moiety; n is 1 or 2 and is an integer sufficient to form a neutral compound; Y, z, y 1 and Z 1 are independently selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms or Y 1 and Z 1 together represent the atoms necessary to complete a phenylene group; R is selected from the group consisting of hydrogen, alkyl containing 1 to 10 carbon atoms, ##STR55## wherein n' is 1 to 6; and X is the same as Z and X 1 is the same as Z 1 ; comprising heating said element to a temperature within the range of about 120° C to 200° C for about 1 to about 60 seconds until an image is developed and stabilized.
Claim 42
Independent Claim 192 words
A method of developing and stabilizing an image in an exposed photographic element comprising a support having thereon a layer comprising (a) a photographic silver salt, (b) a photographic silver salt developing agent, (c) a binder and (d) an activating and stabilizing concentration of an activator-stabilizer precursor, said precursor being a 2-carboxycarboxamide represented by the formula: ##STR54## wherein B is a basic protonated nitrogen containing moiety; n is 1 or 2 and is an integer sufficient to form a neutral compound; Y, z, y 1 and Z 1 are independently selected from the group consisting of hydrogen and alkyl containing 1 to 4 carbon atoms or Y 1 and Z 1 together represent the atoms necessary to complete a phenylene group; R is selected from the group consisting of hydrogen, alkyl containing 1 to 10 carbon atoms, ##STR55## wherein n' is 1 to 6; and X is the same as Z and X 1 is the same as Z 1 ; comprising heating said element to a temperature within the range of about 120° C to 200° C for about 1 to about 60 seconds until an image is developed and stabilized.

References Cited (Backward Citations)

US3220839A Cited
US3506444A Cited
US3375115A Cited
US3535115A Cited
US4012260A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-05-08 1981-11-07 1982-05-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-05-08 1985-11-07 1986-05-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-05-08 1989-11-07 1990-05-09 $7700.00 Window Closed / Lapsed

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