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Heat and light-sensitive recording materials with dialonium compound, coupler, and heat fusible amidine or diamidine compound - Kanzaki Paper Manufacturing Company, Limited
Heat and light-sensitive recording materials with dialonium compound, coupler, and heat fusible amidine or diamidine compound
United States Patent 4652512
06/823561
Kanzaki Paper Manufacturing Company, Limited (Tokyo, JP)
430/151, 430/176, 430/180, 430/182, 430/346, 430/348, 503/209, 503/218, 503/219
G03C1/52; G03C1/61; (IPC1-7): G03C1/60; G01D9/00
430/179, 430/151, 430/346, 430/348, 430/176, 430/138, 346/218, 346/209, 346/219
Download PDF 4652512 PDF help
4400456 Thermo-developable type diazo copying material 1983-08-23 Matsuda et al. 430/179
3389995 Two-component heat developable diazotypes containing amidine compounds 1968-06-25 Tripp et al. 430/151
GB1128762A 1968-10-02 430/151
We conducted extensive research in an attempt to find heat-fusible basic compounds which can be advantageously used as the color developing auxiliary in the fixable heat-sensitive recording materials of the diazo type and which can impart outstanding storage stability to the recording materials. According to our investigation, the foregoing specific class of amidine or diamidine compounds which are not disclosed in the foregoing prior art were found to give extremely high storage stability to the recoding material. The specific amidine or diamidine compounds have the structural characteristics that all of the nitrogen atoms of the ##STR7## moiety or moieties and ##STR8## moiety or moieties have the substituents R1 and R2 or R1, R2, R5 and R6 which represent the foregoing optionally substituted phenyl, naphthyl, phenyl-C1 -C4 alkyl or naphthyl-C1 -C4 alkyl group and that the carbon atom of the ##STR9## moiety has a substituent A (R4) which is not a hydrogen atom (i.e. the specific amidine compounds do not fall within a class of formamidine derivatives).
p-N,N--Diethylaminobenzenediazonium 2 parts tetraphenylborate Calcium carbonate 50 parts 10% Aqueous solution of polyvinyl alcohol 50 parts Water 100 parts
2 Hydroxy-3-naphthoic acid o-ethoxyanilide 25 parts N,N'--Diphenylbenzamidine 25 parts 20% Aqueous dispersion of stearic acid amide 40 parts 10% Aqueous solution of polyvinyl alcohol 50 parts
4-Morpholino-2,5-dibutoxybenzene- 2 parts diazonium hexafluorophosphate Titanium oxide 50 parts 10% Aqueous solution of polyvinyl alcohol 50 parts Water 100 parts
2-Hydroxy-3-naphthoic acid anilide 25 parts N,N',N'--Triphenylbenzamidine 25 parts 20% Aqueous dispersion of stearic acid amide 40 parts 10% Aqueous solution of polyvinyl alcohol 50 parts
p-N,N--Diethylaminobenzenediazonium 2 parts tetrafluoroborate Thiourea 2 parts Tartaric acid 2 parts 10% Toluene solution of vinyl chloride/ 50 parts vinyl acetate copolymer Finely divided silica 25 parts Toluene 50 parts
Example No. Compound used
4 N,N'--diphenyl-2-phenoxy-acetamidine
5 N,N'--diphenyl-p-anisamidine
6 N,N'--diphenyl-3-phenylpropionamidine
4-(4-Methoxy)-benzoylamino-2,5-diethoxy- 2 parts benzenediazonium tetrafluoroborate Finely divided silica 25 parts Barium sulfate 25 parts Citric acid 2 parts 10% Aqueous solution of polyvinyl alcohol 50 parts Water 100 parts
2-Hydroxynaphthalene-3-carbonyl- 25 parts diethanolamine N--(o-nitrophenyl)-N'--phenylacetamidine 25 parts Tribenzylamine 10 parts Diphenylthiourea 2 parts 10% Aqueous solution of polyvinyl alcohol 50 parts Water 50 parts
Example No. Amidines used
13 N,N'--Diphenylbenzamidine
14 N,N'--Diphenylacetamidine
15 N,N'--Diphenylbutyramidine
Comp. Ex. No. Amidines used
5 N--o-Chlorophenyl-N' --phenylformamidine
6 N--Benzylanisamidine
7 N--Phenylbenzamidine
8 N--Phenylacetamidine
9 Benzamidine
10 p-Toluylamidine
11 N,N'--Diphenylformamidine
12 Propionamidine
Background Color Density Color density Immediately Amine- of record after After After like image preparation 7 days 6 months odor
1 1.13 0.07 0.14 0.21 None
2 1.05 0.06 0.11 0.19 None
3 0.96 0.06 0.09 0.16 None
4 1.01 0.06 0.12 0.23 None
5 1.14 0.09 0.18 0.25 None
6 1.15 0.10 0.20 0.26 None
7 1.05 0.06 0.10 0.15 None
8 1.08 0.06 0.11 0.15 None
9 1.15 0.08 0.16 0.20 None
10 1.08 0.08 0.13 0.22 None
11 1.16 0.09 0.17 0.23 None
12 1.18 0.10 0.21 0.25 None
13 1.17 0.09 0.17 0.24 None
14 1.12 0.07 0.19 0.30 None
15 1.20 0.10 0.29 0.35 None
16 1.21 0.08 0.26 0.34 None
17 1.10 0.07 0.12 0.23 None
18 1.16 0.07 0.16 0.28 None
19 1.22 0.09 0.28 0.35 None
1 1.11 0.52 0.96 1.23 Strong
2 0.91 0.34 0.72 1.02 Strong
3 0.99 0.18 0.46 0.81 None
4 1.17 0.14 0.50 0.72 None
5 1.13 0.07 0.15 0.70 Strong
6 1.12 0.10 0.39 0.72 None
7 1.09 0.09 0.26 0.56 None
8 1.16 0.10 0.48 0.83 None
9 1.16 0.09 0.72 0.96 Strong
10 1.14 0.08 0.76 0.96 Strong
11 1.21 0.10 0.23 0.72 Strong
12 1.23 0.11 0.65 0.88 Strong
13 1.09 0.07 0.12 0.62 Strong
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