US 5,681,604 AGranted

Stain-inhibiting agent for dyes with affinity for protonatable nitrogen, compositions containing same and uses thereof

OwnerHualin Li, Mongia Gagan +2inventors

InventorsHualin Li, Mongia Gagan, C. Paul Malone, Robert W. Keown

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Abstract

The staining effect (particularly with respect to the staining of polyamides) of a colorant such as a dye used in foods and beverages is inhibited by a compound of the formula ##STR1## wherein: Z.sup.1, Z.sup.2, and Z.sup.3 are the same or different and are each a bridging radical or a direct bond, Ar.sup.1, Ar.sup.2, and Ar.sup.3 are the same or different and are aromatic or bicyclic radicals; Q is a fused, partially aromatic bicyclic radical, or Q is a carbohydrate residue having a non-repeating structure, in which case m is 1, or Q is a carbohydrate having repeating saccharide units, in which case Q along with its substituents is repeated m times, where m is the number of said repeating saccharide units, but when Q is not a carbohydrate residue, m is 1; R.sup.1, R.sup.2, and R.sup.3 are H or polyhydroxybenzoyl, R.sup.4, R.sup.5 and R.sup.6 are H or the residue of an esterified alcohol, x, y, and z are from 2 to 3, a, b, and c are from 0 to 1, n is from 0 to 1, except that when Q is an oligo- or polysaccharide having terminal saccharide units, n, in the terminal saccharide units, is from 0 to 2, and when n is zero, --Z.sup.1 --Q.sub.m --Z.sup.2 -- is optionally a direct bond. Examples of these stain-inhibiting compounds include tannic acid, green tea extract, epicatechin gallate, and the reaction product of gallic acid and a carbohydrate.

Claims20

Dependent claims

A method for formulating a food product, comprising the steps of:

a. coloring said food product with a color-imparting amount of a water-soluble dyestuff having a sulfonate or sulfonic acid substituent,
b. inhibiting the potential staining action of the thus-colored food product, with respect to protonable nitrogen-containing polymeric material coming into contact with the food product, by adding to said food product a stain-inhibiting agent comprising a plant matter extract, said plant matter extract comprising a compound of formula I ##STR10## wherein:
Z.sup.1, Z.sup.2, and Z.sup.3 are the same or different and are each a bridging radical or a direct bond,
Ar.sup.1, Ar.sup.2, and Ar.sup.3 are the same or different and are each a monocyclic aromatic radical or a bicyclic radical comprising an aromatic ring fused to a six-member cyclooxaaliphatic ring;
Q is a fused aromatic ring-containing bicyclic radical,
or Q is a carbohydrate residue having a non-repeating structure, in which case m is 1, or Q is a carbohydrate having repeating saccharide units, in which case Q along with its substituents is repeated m times, where m is the number of said repeating saccharide units, but
when Q is not a carbohydrate residue, m is 1;
R.sup.1, R.sup.2, and R.sup.3 are the same or different and are each hydrogen or a polyhydroxybenzoyl radical,
R.sup.4, R.sup.5, and R.sup.6 are the same or different and are each H or the residue of an esterified alcohol,
x, y, and z are the same or different and are each a number from 2 to 3,
a, b, and c are the same or different and are each a number from 0 to 1,
n is a number from 0 to 1, except that when Q is an oligo- or polysaccharide having terminal saccharide units, n, in the terminal saccharide units, is from 0 to 2, and
when n is zero, --Z.sup.1 --Q.sub.m --Z.sup.2 -- is optionally a direct bond.

10 more elements

A method for providing a barrier to the staining of a polymeric material caused by contact with a dye having an affinity for said polymeric material, said method comprising:

applying to the polymeric material a stain-inhibiting amount of a stain-inhibiting agent comprising a compound of formula I ##STR11## wherein:
Z.sup.1, Z.sup.2, and Z.sup.3 are the same or different and are each a bridging radical or a direct bond,
Ar.sup.1, Ar.sup.2, and Ar.sup.3 are the same or different and are each a monocyclic aromatic radical or a bicyclic radical comprising an aromatic ring fused to a six-member cyclooxaaliphatic ring;
Q is a fused aromatic ring-containing bicyclic radical,
or Q is a carbohydrate residue having a non-repeating structure, in which case m is 1, or Q is a carbohydrate having repeating saccharide units, in which case Q along with its substituents is repeated m times, where m is the number of said repeating saccharide units, but
when Q is not a carbohydrate residue, m is 1;
R.sup.1, R.sup.2, and R.sup.3 are the same or different and are each hydrogen or a polyhydroxybenzoyl radical,
R.sup.4, R.sup.5, and R.sup.6 are the same or different and are each H or the residue of an esterified alcohol,
x, y, and z are the same or different and are each a number from 2 to 3,
a, b, and c are the same or different and are each a number from 0 to 1,
n is a number from 0 to 1, except that when Q is an oligo- or polysaccharide having terminal saccharide units, n, in the terminal saccharide units, is from 0 to 2, and
when n is zero, --Z.sup.1 --Q.sub.m --Z.sup.2 -- is optionally a direct bond.

9 more elements

A composition comprising:

an artificial water-soluble dyestuff reactive with a protonatable nitrogen of a polymeric material and having at least one water-solubilizing SO.sub.3.sup..crclbar. anion substituted on the water-soluble dyestuff molecule, and
a stain-inhibiting agent comprising a compound of formula I ##STR12## wherein:
Z.sup.1, Z.sup.2, and Z.sup.3 are the same or different and are each a bridging radical or a direct bond,
Ar.sup.1, Ar.sup.2, and Ar.sup.3 are the same or different and are each a monocyclic aromatic radical or a bicyclic radical comprising an aromatic ring fused to a six-member cyclooxaaliphatic ring;
m is a number which is at least 1;
Q is a fused aromatic ring-containing bicyclic radical, in which case m is 1, or
Q is a carbohydrate residue having a non-repeating structure, in which case m is 1, or
Q is a carbohydrate having repeating saccharide units, in which case m is greater than 1, and Q along with its substituents is repeated m times, m being the number, greater than 1, of said repeating saccharide units,
R.sup.1, R.sup.2, and R.sup.3 are the same or different and are each hydrogen or a polyhydroxybenzoyl radical,
R.sup.4, R.sup.5, and R.sup.6 are the same or different and are each H or the residue of an esterified alcohol,
x, y, and z are the same or different and are each a number from 2 to 3,
a, b, and c are the same or different and are each a number from 0 to 1,
n is a number from 0 to 1, except that when Q is an oligo- or polysaccharide having terminal saccharide units, n, in the terminal saccharide units, is from 0 to 2, and
when n is zero, --Z.sup.1 --Q.sub.m --Z.sup.2 -- is optionally a direct bond.

11 more elements

Dependencies are inferred from the claim text.