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
2000-12-19
2003-05-20
Hess, B. Hamilton (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...
C503S208000
Reexamination Certificate
active
06566301
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 P is selected from
wherein R
1
, R
2
and R
3
are independently selected from hydrogen, alkyl, alkoxy, aryl, aralkyl, aralkoxy; halogen, and alkoxyalkoxy groups;
wherein R
4
is independently selected from alkoxyalkyl, alkoxyalkoxy, and aralkoxyalkoxy groups, and a suitable binder therefor;
when P is naphthalene, R
1
, R
2
and R
3
in addition to the foregoing, can also include aralkoxyalkoxy groups.
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 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 from one through four carbons.
More particularly, 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, and acidic developer material, a compound of the formula
Wherein in formulas II and III, R
1
, R
2
and R
3
are independently selected from hydrogen, alkyl, alkoxy, aryl, aralkyl, aralkoxy, halogen, alkoxyalkoxy, and alkoxyalkoxy groups.
Wherein in formula II and III, R
4
is independently selected from alkoxyalkyl, alkoxyalkoxy, and aralkoxyalkoxy groups, and a suitable binder therefor.
In formula III, R
1
, R
2
and R
3
can in addition to the foregoing be independently selected from aralkoxyalkoxy groups.
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 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 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, II or III desirably function as sensitizers or modifiers facilitating reaction between the mark forming components yielding a more intense image at lowered temperatures or faster imaging.
In the field of thermally-responsive record material, thermal sensitivity (response) is defined as the temperature at which a thermally-responsive material produces a colored image of satisfactory intensity (density). Background is defined as the amount of coloration of a thermally-responsive record material before imaging and/or in the unimaged areas of an imaged material. The ability to maintain the thermal sensitivity of a thermally responsive material while reducing the background coloration is a much sought after and very valuable feature.
These and other advantages are obtained from these compounds of the invention.
Increases in thermally-responsive material have been achieved through the incorporation of a sensitizing material in the color-forming composition along with the chromogenic material and acidic developer material. Examples of sensitizing materials are as follows: fatty acids such as stearic acid and behenic acid, amides of fatty acids such as stearamide, metallic salts. of fatty acids such as zinc stearate, aluminum stearate, calcium stearate, zinc palmitate and zinc behenate, 4-benzylbiphenyl, triphenylmethane, benzyl 4-benzyloxybenzoate, 2-benzyloxynaphthalene, phenyl 2-naphthoate, 1,2-diphenoxyethane, 1,2-bis(3-methylphenoxy)ethane, 1,2-bis(4-methylphenoxy)ethane, 4-hydroxyoctadecanilide. The compounds of the invention are a new class of sensitizers.
Compounds illustrative of the invention according to formula I, II and III include without limitation:
In general, the compounds according to 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 illustrative processes for synthesis of the specific compounds according to formulas I, II and III are set forth in more detail in synthesis example 1.
In the heat sensitive record material according to the invention, the compound according to formulas I, II or III is
Berggren Debra Arlene
DeBraal John Charles
Fisher Mark Robert
Justa MacNeil Stacey Ann
Mathiaparanam Ponnampalam
Appleton Papers Inc.
Hess B. Hamilton
Mieliulis Benjamin
LandOfFree
Thermally-responsive record material does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Thermally-responsive record material, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Thermally-responsive record material will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3070044