Compositions: coating or plastic – Materials or ingredients – Pigment – filler – or aggregate compositions – e.g. – stone,...
Reexamination Certificate
2001-09-17
2003-09-02
Green, Anthony J. (Department: 1755)
Compositions: coating or plastic
Materials or ingredients
Pigment, filler, or aggregate compositions, e.g., stone,...
C106S031800, C106S493000, C106S494000, C106S495000, C430S007000, C430S045320, C430S108230, C430S114000, C430S511000
Reexamination Certificate
active
06613140
ABSTRACT:
The present invention relates to a composition comprising
(a) from 80 to 99.9% by weight of an azo pigment I
where M is Mg, Ca, Sr, Ba, or Mn or a mixture thereof,
(b) from 0 to 20% by weight of an azo pigment II
(c) from 0 to 20% by weight of an azo pigment III
where R
1
, R
2
and R
3
independently from each other stand for hydrogen, C
1
-C
20
-alkyl, C
5
-C
20
-alkoxy, C
2
-C
20
-alkenyl, C
1
-C
20
-alkylthiol, C
1
-C
20
-alkoxycarbonyl, hydroxy-C
1
-C
4
-alkoxy, phenyl, benzyl, phenylthio, halogen, such as fluoro, chloro, bromo, iodo, cyano, nitro, —CF
3
, —COR
4
, —COOR
5
, —CONR
4
R
5
, —SO
2
R
4
, —SO
2
NR
4
R
5
, —NR
4
R
5
or —OR
4
, with the proviso, that—in formula III—when R
2
stands for hydrogen and R
3
is CF
3
, then R
1
is not —SO
3
,
and wherein R
4
and R
5
independently from each other stand for hydrogen, C
1
-C
4
-alkyl or phenyl, with the proviso, that at least one of the groups R
1
, R
2
or R
3
is not hydrogen, preferably wherein R
1
is —COOH or —SO
3
H,
(d) from 0 to 20% by weight of an azo pigment IV
(e) from 0 to 20, preferably 0.1 to 20% by weight, based on the sum of the amounts of components (a) to (d), of a surfactant,
from 0.1 to 50% by weight, based on the sum of the amounts of components (a) to (d), of a resin selected from the group consisting of tall oil resin, gum rosin, wood rosin, hydrogenated rosin, rosin ester, disproportionated rosin, dimerised rosin, polymerised rosin, phenolic rosin and carboxyl containing maleic and fumaric resin.
Liquid inks are used mainly in the packaging industry where they are applied to a wide variety of substrates including paper, board, foil and polyethylene. Furthermore, such inks are also widely used in the printing of stationary materials, tickets, and comic books as well as other media.
There are a number of properties which are critical to the performance of an ink designed for use in these systems. Whereas many of these properties are common with other inks, e.g. viscosity, colour strength, adhesion and transfer. They differ from the common lithographic inks in that they generally are free-flowing. This is mainly due to the nature of the printing process employed to deposit them. Usually the ink is continuously pumped into a duct where an overflow ensures that the volume of ink within the duct stays constant. The recovered ink from the overflow is then reintroduced into the duct by pumping and gravity fall. Such a process usually depends on a fluid state for the ink. Fluidity is also important in the action of ink rollers. In order to obtain a desired fluidity for a poorly flowing pigment it is necessary to add further solvent to the ink. This can have the effect of lowering the colour strength as well as decreasing the film weight of the printed film.
EP-A 767 219 describes plastic compositions comprising a high molecular weight material and an azo pigment of formula V
where M is Mg, Ca, Sr, Ba or Mn or a mixture of two or more thereof, R
a
and R
b
are chlorine or methyl, x is zero or 1, y is zero or 1 and the sum of x and y is 1 with the proviso that when the high molecular weight material is polyvinyl chloride y is zero. However, no pointer is given of how the compounds of formula V or mixtures thereof can be used in liquid ink applications. In particular, no hint is given of how to increase gloss of an ink film and fluidity of an ink.
Therefore, the object of this invention was to provide a novel composition, its use in liquid inks, especially for use in the packaging industry, a process for its preparation and liquid inks. Particularly, the liquid inks should have a superior fluidity, and should exhibit an improved gloss. In addition, the pigment compositions preferably should be chlorine-free.
Accordingly, the above described compositions were found. In addition, a process for their preparation, their use and liquid inks, especially for their use in the packaging industry, have been found, too.
C
1
-C
20
-alkyl stands for methyl, ethyl, n-, i-propyl, n-, i-, sec.-, tert.-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n-octadecyl, n-nonadecyl, n-eicosyl, preferably C
1
-C
4
alkyl such as methyl, ethyl, n-, i-propyl, n-, i-, sec.-, tert.-butyl;
C
5
-C
20
alkoxy stands for n-pentoxy, n-hexoxy, n-heptoxy, n-octoxy, n-nonoxy, n-decoxy, n-undecoxy, n-dodecoxy, n-tridecoxy, n-tetradecoxy, n-pentadecoxy, n-hexadecoxy, n-heptadecoxy, n-octadecoxy, n-nonadecoxy, n-eicosoxy;
C
2
-C
20
alkenyl stands for ethenyl, n-, i-propenyl, n-, i-, sec.-, tert.-butenyl, n-pentenyl, n-hexenyl, n-heptenyl, n-octenyl, n-nonenyl, n-decenyl, n-undecenyl, n-dodecenyl, n-tridecenyl, n-tetradecenyl, n-pentadecenyl, n-hexadecenyl, n-heptadecenyl, n-octadecenyl, n-nonadecenyl, n-eicosenyl
C
1
-C
20
alkylthiol stands for methylthio, ethylthio, n-, i-propylthio, n-, i-, sec.-, tert.-butylthio, n-pentylthio, n-hexylthio, n-heptylthio, n-octylthio, n-nonylthio, n-decylthio, n-undecylthio, n-dodecylthio, n-tridecylthio, n-tetradecylthio, n-pentadecylthio, n-hexadecylthio, n-heptadecylthio, n-octadecylthio, n-nonadecylthio, n-eicosylthio;
C
1
-C
20
alkoxycarbonyl stands for methoxycarbonyl, ethoxycarbonyl, n-, i-propoxycarbonyl, n-, i-, sec.-, tert.-butoxycarbonyl, n-pentoxycarbonyl, n-hexoxycarbonyl, n-heptoxycarbonyl, n-octoxycarbonyl, n-nonoxycarbonyl, n-decoxycarbonyl, n-undecoxycarbonyl, n-dodecoxycarbonyl, n-tridecoxycarbonyl, n-tetradecoxycarbonyl, n-pentadecoxycarbonyl, n-hexadecoxycarbonyl, n-heptadecoxycarbonyl, n-octadecoxycarbonyl, n-nonadecoxycarbonyl, n-eicosoxycarbonyl; hydroxyC
1
-C
4
alkoxy stands for hydroxymethoxy, hydroxyethoxy, hydroxy-n-, -i-propoxy, hydroxy-n-, -i-, -sec.-, -tert.-butoxy;
—COR
4
preferably may be —COMe,
—COOR
5
preferably may be —COOH,
—CONR
4
R
5
preferably may be —CONMe
2
,
—SO
2
R
4
preferably may be —SO
2
Me,
—SO
3
R
4
preferably may be —SO
3
H, resp. —SO
3
−
,
—SO
2
NR
4
R
5
preferably may be —SO
2
NMe
2
,
—NR
4
R
5
preferably may be —NMe
2
.
Preferably R
1
is —COOH, and R
2
=R
3
=hydrogen, or R
1
is —SO
3
H, R
2
is C
1
-C
4
alkyl, preferably methyl, and R
3
can be halogen, preferably chloro.
Preferred embodiments of this invention are the following compositions which may comprise one of the resins and/or surfactants described below:
(A) preferably in an amount of 90 to 100% by weight,
(B) preferably in an amount of 0 to 10% by weight, compound Ia and
(C) preferably in amounts of 0 to 10% by weight, compounds Ia and IIa and
(D) preferably in amounts of 0 to 10% by weight, compounds Ia and IIa and
where the sum of the components amount to 100% by weight.
As surfactants anionic, cationic, amphoteric or non-ionic surfactants can be chosen. Anionic surfactants are e.g. alkyl-, aryl- or aralkyl sulphates or sulphonates; alkyl-, aryl- or aralkyl phosphates or phosphonates; or carboxylic acids. Cationic surfactants which may be used are e.g. primary, secondary or tertiary amines or quaternary salts of amines, e.g. tallow trimethyl ammonium chloride. Non-ionic surfactants which are suitable for use include e.g. long chain alcohols, alcohol or amine/ethylene oxide condensates, amine oxides or phosphine oxides and castor oil derivatives. Amphoteric surfactants are e.g. betaines, glycinates, or propionates.
Surfactants are well-known in the art, e.g. from Surfactants Europa, Ed. Gordon L. Hellis, 3
rd
edition, 1995, Royal Society of Chemistry, London.
The inventive compositions may be prepared by laking, with a magnesium, calcium, strontium, barium or maganese salt or a mixture of two or more of such salts,
(a) an azo dyestuff obtainable by coupling a diazonium salt of an amine of formula VI
where Q is hydrogen, an alkali metal or ammonium, or
(b) a mixture of azo dyestuffs obtainable by coupling a mixture of the diazonium salt VI and a diazonium salt VII
with 2-hydroxy-3-naphthoic acid (BONA) or a mixture of BONA and 2-hydroxynaphthalene.
Examples of salts which can be used to effect laking are the chlorides, sulphates, nitrates, format
Chisholm Greig
Wilson Sharon Kathleen
Ciba Specialty Chemicals Corporation
Crichton David R.
Green Anthony J.
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