Record receiver having plural interactive leaves or a colorless – Having a colorless color-former – developer therefor – or... – Having constituent defined in terms of melting temperature
Reexamination Certificate
2001-09-10
2003-05-06
Hess, Bruce H. (Department: 1774)
Record receiver having plural interactive leaves or a colorless
Having a colorless color-former, developer therefor, or...
Having constituent defined in terms of melting temperature
C503S209000, C503S221000
Reexamination Certificate
active
06559097
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to thermally-responsive record material. It more particularly relates to such record material in the form of sheets or rolls coated with color-forming material comprising chromogenic material (electron-donating dye precursor) and acidic color developer material. This invention particularly concerns a thermally-responsive record material (thermal record material) capable of forming a non-reversible image resistant to fade or erasure. The invention teaches record materials having improved thermal response, image formation, image retention and/or image density.
2. Description of Related Art
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 hereby incorporated 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 the said materials to react, thereby producing a colored mark.
Thermally-responsive record materials have characteristic thermal responses, desirably producing a colored 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 material produces a colored image of sufficient intensity or density. The desired temperature of imaging varies with type of application of the thermally-responsive product and the equipment used in the imaging process. The ability to shift the temperature at which thermal image of sufficient intensity or density is produced for any given combination of chromogenic material and developer materials is a much sought after and very valuable feature. For example, recent advances in high speed text or image recording demand both high speed recording devices and corresponding thermally-responsive recording materials with sufficient thermal response that are capable of producing a high intensity or high density color image at low thermal energy.
Also, in the field of thermally-responsive record material, the ability to increase the efficiency of the thermal image formation process has decided advantages. First among these is the ability to obtain the same image intensity or density with lower amount of reactants or, alternatively, to obtain a more intense image with the same amount of reactants.
It is an object of this invention to provide a thermally-responsive material having enhanced image intensity or density and/or improved thermal response.
DETAILED DESCRIPTION
The present invention is a novel thermally-responsive record material comprising a support having provided thereon in substantially contiguous relationship an electron donating dye precursor, an acidic developer material, a compound of the formula
Wherein R
1
, R
2
and R
3
are independently selected from hydrogen, alkyl, alkoxy, aryl, aralkyl, aralkoxy, halogen, alkoxyalkoxy, and aralkoxyalkoxy
Wherein R
4
is independently selected from alkoxyalkyl, and aralkoxyalkoxy and a suitable binder therefor,
With the proviso that when R
1
, R
2
and R
3
are hydrogen, that R
4
then is not benzyloxyethoxy or alkyl-substituted benzyloxyethoxy.
In the context of the present invention the alkyl moieties in the alkyl, aralkyl, aralkoxy, alkoxyalkyl, alkoxyalkoxy and aralkoxyalkoxy preferably are each independently eight carbons or less, and more preferably of from one through four carbons. Substituents on aryl moieties in aryl, aralkyl, aralkoxy, and aralkoxyalkoxy groups can each independently include hydrogen, alkyl, alkoxy and halogen. The alkyl group in these substituents also is each independently eight carbons or less, and more preferably of from one through four carbons.
The thermally responsive record material of the invention has the unexpected and remarkable properties of enhanced image intensity or density, and/or improved thermal response. The compounds disclosed herein as formula I desirably function as sensitizers or modifiers facilitating reaction between the mark forming components yielding a more intense image at lowered temperatures or faster imaging.
Compounds illustrative of the invention according to formula I include without limitation:
Preferably, the thermally-responsive record material, according to the invention comprises a support having provided thereon in substantially contiguous relationship an electron donating dye precursor, an acidic developer material, a compound of the formula
wherein R
1
and R
2
are each independently selected from hydrogen, alkyl, alkoxy, aryl, aralkyl, aralkoxy, halogen, alkoxyalkoxy and aralkoxyalkoxy, wherein R
3
is independently selected from hydrogen and alkyl, wherein R
6
is independently selected from aralkyl, said alkyl moieties each independently being from one to eight carbons, with the proviso that when R
1
, R
2
and R
3
are hydrogen, that R
6
is not benzyl or alkyl-substituted benzyl, and a suitable binder therefor. Additionally, the aryl moiety in each of the above groups each independently can be unsubstituted or substituted with alkyl (C
1
-C
8
), alkoxy (C
1
-C
8
) or halogen.
Optionally, the thermally-responsive record material according to the invention comprises a support having provided thereon in substantially contiguous relationship an electron donating dye precursor, an acidic developer material, a compound of the formula
Wherein R
1
and R
3
are each independently selected from hydrogen, halogen, alkyl, alkoxy, aryl, aralkyl, aralkoxy and aralkoxyalkoxy, wherein R
6
and R
7
are each independently selected from alkyl, and aralkyl, wherein each alkyl moiety herein is from one to eight carbons; wherein each aryl moiety herein is unsubstituted or substituted with alkyl (C
1
-C
8
), alkoxy (C
1
-C
8
), and a suitable binder therefor.
In general, the compounds according formulas I, II or III can be synthesized from a corresponding substituted or unsubstituted benzyloxyalkanol or alkoxyalkanol.
The alcohol is first converted to tosylate using p-toluenesulfonyl chloride (TsCl) and aqueous sodium hydroxide in acetonitrile, keeping the temperature of the reaction mixture below about 55° C. by slow addition of the base. Then, the tosylate is reacted with the corresponding phenol at 80° C. for about five hours to give the final product.
The times and the temperatures in this general protocol are approximate, and the person skilled in the art can readily adjust the reaction conditions, depending on the moieties involved, to obtain the desired product.
More specific and illustrative processes for the specific compounds, according to formulas I, II and III are set forth in more detail in synthesis example 1 and synthesis example 2.
In the heat sensitive record material according to the invention, the compound according to formulas I, II or III is preferably used in an amount corresponding to 10 to 1000 parts by weight per 100 parts of the electron donating dye precursor though when blended with other sensitizers, the amount of the compound according to formulas I, II or III can optionally be used in reduced amounts.
The record material includes a substrate or support material which is generally in sheet form. For purposes of this invention, sheets can be referred to as support members and are understood to also means webs, ribbons, tapes, belts, films, cards and the like. Sheets denote articles having two large surface dimensions and a comparatively small thickness dimension. The substrate or support material can be opaque, transparent or translucent and could, itself, be colored or not. The material can be fibrous including, for example, paper and filamentous synthetic materials. It can be a film including, for example, cellophane and synthetic polymeric sheets cast, extruded, or otherwise formed. The gist of this invention resides in the color-forming composition coated on the substrate. The kind or type of subst
DeBraal John Charles
Fisher Mark Robert
Mathiaparanam Ponnampalam
Appleton Papers Inc.
Hess Bruce H.
Mieliulis Benjamin
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