Record receiver having plural interactive leaves or a colorless – Having a colorless color-former – developer therefor – or... – Having nonchromogenic liquid spread-control or...
Reexamination Certificate
1999-05-14
2001-09-25
Hess, Bruce H. (Department: 1774)
Record receiver having plural interactive leaves or a colorless
Having a colorless color-former, developer therefor, or...
Having nonchromogenic liquid spread-control or...
C503S200000, C503S208000, C503S226000
Reexamination Certificate
active
06294502
ABSTRACT:
FIELD OF THE INVENTION
The invention relates to a thermally-responsive record material.
BACKGROUND OF THE INVENTION
The invention relates to a thermally-responsive record material. It more particularly relates to such record material in the form of sheets coated with color-forming compositions comprising chromogenic material (electron-donating dye precursors) and acidic color developer material. The invention particularly concerns a thermally-responsive record material (thermal record material) capable of forming a substantially non-reversible image with improved color-forming efficiency and/or image density.
Thermally-responsive record material systems are well known in the art and are described in many patents, for example: U.S. Pat. Nos. 3,539,375; 3,674,535; 3,746,675; 4,151,748; 4,181,771; 4,246,318; and 4,470,057 which are incorporated herein by reference. In these systems, basic chromogenic material and acidic color developer material are contained in a coating on a substrate which, when heated to a suitable temperature, melts or softens to permit said materials to react, thereby producing a colored mark.
Carbamate compounds are known (See. U.S. Pat. No. 4,095,034, U.S. Pat. No. 4,260,781, U.S. Pat. No. 4,301,087 and U.S. Pat. No. 4,443,621). None of these patents teach thermally-sensitive color-forming compositions containing carbamates or suggest that their respective U.S. Pat. No. 4,443,621). None of these patents teach thermally-sensitive color-forming compositions containing carbamates or suggest that their respective carbamates can be used as components of a thermally-sensitive color-forming composition. Igarishi et al's, Mechanisms of Color Formation on Thermo-Sensitive Paper, Scientific Publications of the Fuji Photo Film Co., Ltd., No 29, 97 (Advances in Non-Impact Printing Technologies for Computer and Office Application, Proceedings of the First International Congress, Venice, Italy, Jun. 22-26 (1981)) discusses certain mechanisms of color formation of a very specific thermo-sensitive paper referred to as “NCR type”. The reference discloses that dodecyl-N-phenylcarbamate can be used as a sensitizer to increase the sensitivity of paper, “so that the recording density at the same recording energy is three or four times higher than in ordinary paper” (page 98). Stearylamide can also be used with less success. Dodecyl-N-phenylcarbamate is the only carbamate discussed by the reference and there is no discussion about how structurally different carbamates would function.
Thermally-responsive record materials have characteristic thermal responses, desirably producing a color image upon selective thermal exposure.
In the field of thermally-responsive record material, thermal response is defined as the temperature at which a thermally-responsive record material produces a colored image of sufficient intensity (density). The desired temperature of imaging varies with the type of application of the thermally-responsive product and the equipment in which the imaging is to be performed. The ability to shift the temperature at which a satisfactorily intense thermal image is produced for any given combination of chromogenic material and developer material is a much sought after and very valuable feature.
The ability of a thermally-responsive record material to have improved imaging characteristics such as enhanced image intensity, image density, or improved thermal response, would be an advance in the art and of commercial significance.
SUMMARY OF THE INVENTION
The invention relates to a novel thermally-responsive record material comprising a support having provided thereon, in substantially contiguous relationship, a thermally-sensitive color-forming composition. The thermally-sensitive color-forming composition contains compounds that can be named as carbamates, but can also be named as carbonyl amines. In some literature, some of these carbamates are also referred to as phenoxy-ethoxy derivatives. The carbamates used in the invention do not include dodecyl-N-phenylcarbamate. These and other features, aspects, and advantages will become better understood with reference to the following description and appended claims.
DETAILED DESCRIPTION OF THE INVENTION
The invention relates to a novel thermally-responsive record material containing a substrate bearing a thermally-sensitive color-forming composition containing in contiguous relationship (i) an electron-donating dye precursor, (ii) an acidic developer material and (iii) a carbamate component that does not include dodecyl-N-phenylcarbamate, whereby the melting or sublimation of either material produces a change in color by reaction between the components (i) and (ii). The thermally-sensitive color-forming composition is coated on a substrate in one or more layers.
Generally the carbamates include a component selected from the group of compounds consisting of
A) compounds according to formula (I)
wherein R is selected from substituted and unsubstituted aryl groups, substituted and unsubstituted alkyl groups, and substituted and unsubstituted aralkyl groups, R
1
includes a component selected from the group consisting of OCH
3
, CH
2
, and Cl, and n is 0, 1, or 2, and the alkyl moeity in each of the preceeding is selected to be from one to eight carbon atoms and the aryl moeity in each of the preceeding is selected to be from six to eighteen carbon atoms;
B) compounds according to formula (II)
wherein p=1, 2 or 3, R
3
represents independently from each other H or ethyl and R has the same meaning as in formula (I);
C) compounds according to formula (III)
wherein R
4
represents independently from each other H or C
1
-C
6
alkyl and R has the same meaning as in formula (I);
D) compounds according to formula (IV);
wherein r=0, 1 or 2 and R has the same meaning as in formula (I),
E) compounds according to formula (V)
wherein R
5
is
wherein R has the same meaning as in formula (I) and
F) compounds according to formula (VI)
wherein R has the same meaning as in formula (I),
G) compounds according to formula (VII)
wherein R
1
and n have the same meaning as in formula (I) and
H) compounds according to formula (VIII)
wherein R
1
and n have the same meaning as in formula (I) and s is 0, 1 or 2.
Below are preferred and specific examples of compounds covered by formulae (I)-(VIII).
In formula (I) the aryl groups have a preferred carbon atom number of 6-12 and phenyl, naphthyl and biphenyl are the most preferred aryl groups. Preferred substituents for aryl groups generally include alkyl and alkoxy groups having from 1 to 8 carbon atoms as well as halogen groups. More preferred substituents of aryl groups include CH
3
, C
2
H
5
, and Cl. Preferred carbamates of formula (I) have the formula (Ia):
wherein R
1
and n have the same meaning as in formula I and R
2
is selected from the group of CH
3
, C
2
H
5
, and Cl and m is 0 or 1.
Specific examples of carbamates according to formula (Ia) include:
N-phenyl-N-(2-phenoxyethoxycarbonyl) amine (can also be named as 2-phenoxyethyl-N-phenylcarbamate)
N-phenyl-N-(2-(3-methoxyphenoxy)ethoxycarbonyl)amine
N-(2-methylphenyl)-N-(2-phenoxyethoxycarbonyl)amine
N-(2-methylphenyl)-N-(2-(4-methylphenoxy)ethoxycarbonyl)amine
N-phenyl-N-(2-(2-chlorphenoxy)ethoxycarbonyl)amine
N-(4-chlorphenyl)-N-(2-phenoxyethoxycarbonyl)amine
N-(2-methylphenyl)-N-(2-(2-methoxyphenoxy)ethoxycarbonyl)amine
N-(4-chlorphenyl)-N-(2-(3-methylphenoxy)ethoxycarbonyl)amine
N-(4-chlorphenyl)-N-(2-(2-methylphenoxy)ethoxycarbonyl)amine
N-phenyl-N-(2-(4-chlorphenoxy)ethoxycarbonyl)amine
N-phenyl-N-(2-(4-methylphenoxy)ethoxycarbonyl)amine
N-(4-chlorphenyl)-N-(2-(4-methylphenoxy)ethoxycarbonyl)amine
N-(4-chlorphenyl)-N-(2-(2-chlorphenoxy)ethoxycarbonyl)amine
N-(4-chlorphenyl)-N-(2-(4-chlorphenoxy)ethoxycarbonyl)amine
N-(4-chlorphenyl)-N-(2-(2-methoxyphenoxy)ethoxycarbonyl)amine
N-(3-methylphenyl)-N-(2-phenoxyethoxycarbonyl)amine
N-(3-methylphenyl)-N-(2-(2-methylphenoxy(ethoxycarbonyl)amine
N-(3-methylphenyl)-N-(2-(3-methylphenoxy(ethoxycarbonyl)amine
N-(3-methylphenyl)-N-(2-(2-chlorphenox
DeBraal John Charles
Fisher Mark Robert
Steffan Guido
Wenzl Peter P.
Bayer Aktiengesellschaft
Eyl Diderico van
Gil Jospeh C.
Hess Bruce H.
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