Compositions: coating or plastic – Coating or plastic compositions – Marking
Reexamination Certificate
2002-03-18
2004-06-22
Klemanski, Helene (Department: 1755)
Compositions: coating or plastic
Coating or plastic compositions
Marking
C106S031860, C106S506000, C549S289000
Reexamination Certificate
active
06752862
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a color fading/discoloration preventive agent having superior color fading/discoloration preventive effects against various types of pigments, and particularly various types of oil-soluble pigment. The present invention relates to a composition comprising a color fading/discoloration preventive agent and various types of pigments, especially oil-soluble pigment. Specifically, the present invention relates to a color fading/discoloration preventive agent containing as its active ingredient a coumarin analog mixture obtained from the rind of citrus fruit and, particularly, a coumarin analog mixture obtained from citrus cold press oil.
2. Description of the Related Art
Although foods themselves inherently have their own unique color, the problem has been pointed out in which the color of edible pigments inherently present in foods ends up fading during food manufacturing, processing or storage. In order to solve this problem, or to satisfy the preferences of consumers, attempts have been made to further add or blend in edible pigments during food manufacturing and processing, but satisfactory results have not been obtained. In other words, the color of the food ends up fading or changing with the passage of time, even eventually becoming colorless in some cases.
In order to eliminate these disadvantages, namely as a contrivance for maintaining the color of foods, the addition and blending of color fading/discoloration preventive agents into foods is known, and numerous color fading/discoloration preventive agents have been developed and reported. For example, known examples of color fading/discoloration preventive agents for edible pigments include chlorogenic acid, &agr;-tocopherol and vitamin C. However, these color fading/discoloration preventive agents are only effective for specific pigments, and their color fading/discoloration preventive effects are not adequate. Namely, although vitamin C, which is known to be a typical color fading/discoloration preventive agent, demonstrates superior color fading/discoloration preventive effects against &bgr;-carotene, it does not demonstrate color fading/discoloration preventive effects against anthocyanin pigment.
Moreover, chlorogenic acid, &agr;-tocopherol, vitamin C, unsaponifiable rice bran oil (Japanese Patent Publication No. Sho 55-3383), arbutus species plant extracts (Japanese Unexamined Patent Publication No. Hei 6-234935) and so forth are known and reported as examples of edible pigment color fading/discoloration preventive agents. However, these color fading/discoloration preventive agents had the problems of only being effective against specific pigments, having inadequate color fading/discoloration preventive effects, and being expensive to prepare.
In addition, pigments are also used in various fields other than foods, and colors inherently possessed by those pigments are also known to fade with the passage of time. Although development has progressed on color fading/discoloration preventive agents for suppressing color fading/discoloration, color fading/discoloration preventive agents that are friendly to both the environment and the human body, are effective against numerous pigments, and have superior color fading/discoloration prevention capabilities have not yet been reported.
SUMMARY OF THE INVENTION
The object of the present invention is to provide a color fading/discoloration preventive agent that demonstrates superior color fading/discoloration preventive effects. Moreover, the object of the present invention is to provide a color fading/discoloration preventive agent that can be easily prepared and supplied inexpensively. Another object of the present invention is to provide a composition comprising a color fading/discoloration preventive agent and various types of pigments, especially oil-soluble pigment. In addition, another object of the present invention is to provide a color fading/discoloration preventive agent that is effective in preventing the deterioration of as wide a range of colorants as possible.
Moreover, still another object of the present invention is to provide a color fading/discoloration preventive agent that is friendly to the environment and human body, and is effective for as wide a range of colorants as possible.
As a result of earnest research to solve the above problems, the inventors of the present invention found that a coumarin analog mixture obtained from the rind of citrus fruit, and particularly a coumarin analog obtained from citrus cold press oil, demonstrates superior color fading/discoloration preventive effects.
In addition, the inventors of the present invention found that a specific coumarin analog demonstrates superior color fading/discoloration preventive effects, and by conducting additional studies, found a method by which this specific coumarin analog can be prepared easily and supplied inexpensively, thereby leading to the present invention.
Namely, the present invention provides the following:
1) a color fading/discoloration preventive agent containing as its active ingredient a coumarin analog represented by general formula (1) below, a glycoside of that analog, or a plant extract containing the coumarin analog or its glycoside:
(wherein R
1
represents a hydrogen atom, a hydroxyl group or a methoxy group, R
2
represents a hydrogen atom or a hydroxyl group, and R
1
and R
2
are not both hydrogen atoms);
2) a color fading/discoloration preventive agent wherein the coumarin analog is a compound selected from esculetin, flaxetin and daphnetin;
3) a color fading/discoloration preventive agent wherein the plant extract containing a coumarin analog or its glycoside is an extract from an olive plant;
4) a color fading/discoloration preventive agent wherein the plant extract containing a coumarin analog or its glycoside is an extract from the bark or leaf of a Japanese horse chestnut tree; and,
5) a color fading/discoloration preventive agent wherein the plant extract containing a coumarin analog or its glycoside is an extract of a beefsteak plant.
In addition, the present invention provides the following:
1) a color fading/discoloration preventive agent containing as its active ingredient a coumarin analog mixture obtained from the rind of citrus fruit;
2) a color fading/discoloration preventive agent containing as its active ingredient a coumarin analog mixture obtained from citrus cold press oil;
3) a color fading/discoloration preventive agent wherein the coumarin analog mixture is a coumarin analog mixture obtained from the high boiling point component of citrus cold press oil;
4) a color fading/discoloration preventive agent wherein the coumarin analog mixture is obtained from the fraction eluted with a solvent after carrying the high boiling point component of citrus cold press oil on a carrier, and contains at least 50 wt % of the coumarin analog mixture; and,
5) a preparation method of a color fading/discoloration preventive agent that contains a coumarin analog mixture comprising carrying the residue following distillation treatment of citrus cold press oil on a carrier in a column, and concentrating the fraction that is eluted from the column with a solvent.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
The following provides a detailed explanation of the present invention.
The color fading/discoloration preventive agent referred to in the present invention has for its active ingredient the coumarin analog represented by the above-mentioned general formula (1), its glycoside, or a plant extract containing the coumarin analog or its glycoside.
Particularly preferable examples of the above coumarin analog include esculetin represented by the following formula (2):
flaxetin represented by the following formula (3):
and daphnetin represented with the following formula (4):
Glycosides of the above coumarin analogs are also effective as color fading/discoloration preventive agents. Examples of these glycosides include esculin, flaxin and daphnin.
The method for preparing these gly
Hiramoto Tadahiro
Masumura Satoshi
Shimizu Toru
Takeuchi Ryo
Yamashita Tomoya
Klemanski Helene
Kubovcik & Kubovcik
Takasago International Corporation
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