Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From reactant having at least one -n=c=x group as well as...
Reexamination Certificate
2002-06-26
2003-11-11
Gorr, Rachel (Department: 1711)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
From reactant having at least one -n=c=x group as well as...
C524S731000, C525S453000, C525S459000, C525S460000, C525S474000
Reexamination Certificate
active
06646092
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to methods for manufacturing amphoteric urethane resins, amphoteric resins obtained with these manufacturing methods, and resin compositions including these amphoteric urethane resins. More specifically, the present invention relates to resin compositions used for cosmetics, to methods for manufacturing amphoteric urethane resins used for such compositions, and to amphoteric urethane resins obtained with such manufacturing methods.
2. Description of the Related Art
Polyurethane resins are superior in flexibility, toughness, and abrasion resistance, and are conventionally used widely as the base in paints for buildings, wood materials and cars, for example. Furthermore, polyurethane resins have also been researched as raw material for cosmetics, and in particular, have been suggested to be useful as raw material for hair fixative.
JP H06-321741 A discloses that using an anionic urethane resin, a hair fixative with excellent hair setting properties, hair texture and hair flaking resistance can be obtained. However, anionic urethane resins have large surface-friction drag, so that in hair fixatives using anionic urethane resins, there is the problem that the touch, the luster, and the washing properties of the hair are poor.
With the object of solving this problem, JP H11-228363A discloses a resin composition for cosmetics, which includes an amphoteric urethane resin having both carboxylic groups and tertiary amino groups in each of its molecules.
Hair fixatives using a resin composition for cosmetics including such an amphoteric urethane resin attain better hair texture and washing abilities than hair fixatives including anionic urethane resins, but evaluating them by more stringent standards, the luster, the touch of the hair, and the spreadability of the hair fixative when applying the hair fixative to hair are insufficient, and a further improvement of its performance is desired. It seems that these problems are caused by the fact that the surface of the amphoteric urethane resins has a large frictional coefficient.
To solve these problems by improving the quality of the amphoteric urethane resin included in the resin composition for cosmetics, JP 2000-192476A discloses a method of introducing polysiloxane chains into the backbone of an amphoteric urethane resin by using a polysiloxane compound having functional groups including active hydrogen at one or both ends of the siloxane chain. On the other hand, JP 2001-48735A proposes a method of adding a polysiloxane compound later to an aqueous solution of an amphoteric urethane resin.
When using a hair fixative with a resin compound for cosmetics including an amphoteric urethane resin in which polysiloxane chains are introduced into the backbone (referred to as a “type 1 amphoteric urethane resin” in the following) by using a polysiloxane compound having functional groups including active hydrogen at one or both ends of the siloxane chain, then the setting properties of the hair are good. However, when using a hair fixative with a resin composition for cosmetics including a type 1 amphoteric urethane resin, the spreadability of the hair fixative is insufficient.
On the other hand, when using a hair fixative with a resin compound for cosmetics including an improved amphoteric urethane resin in which the polysiloxane compound is added later to an aqueous solution of the amphoteric urethane resin (referred to as a “type 2 amphoteric urethane resin” in the following), then the spreadability of the hair fixative is good. However, in type 2 amphoteric urethane resins, the polysiloxane compound added later may separate from the amphoteric urethane resin, so that there is the problem that the storage stability of cosmetics using type 2 amphoteric urethane resins is insufficient.
It is thus an object of the present invention to solve these problems and to provide a method for manufacturing an amphoteric urethane resin, in which at least one selected from the performance of paints, coating agents and cosmetics using the amphoteric urethane resin (in the case of hair fixatives, for example hair setting properties, hair texture, hair washing properties, hair touch and spreadability when applying the hair fixative), and the storage stability of the amphoteric urethane resin is improved compared to conventional amphoteric urethane resins, as well as an amphoteric urethane resin obtained with this manufacturing method and a resin composition including this amphoteric urethane resin.
SUMMARY OF THE INVENTION
In order to achieve these objects, the inventors found as the result of intensive research that by limiting the polysiloxane compound to certain compounds and limiting the time at which this certain polysiloxane compound is added when manufacturing the amphoteric urethane resin, the performance of the resulting amphoteric urethane resin is influenced, and thus conceived of the present invention.
According to one aspect of the present invention, a novel method for manufacturing an amphoteric urethane resin is provided, which uses:
(A) a polyol compound (also referred to as “compound (A)” in the following);
(B) a polyisocyanate compound (also referred to as “compound (B)” in the following);
(C) a polysiloxane compound (except any having at least one selected from a hydroxyl group, a primary amino group and a secondary amino group at one or both ends of the siloxane chain) (also referred to as “compound (C)” in the following);
(D) a compound having carboxyl groups and at least one selected from a hydroxyl group, a primary amino group and a secondary amino group (also referred to as “compound (D)” in the following);
(E) a compound having tertiary amino groups and at least one selected from a hydroxyl group, a primary amino group and a secondary amino group (also referred to as “compound (E)” in the following);
the method including:
a first step of manufacturing a prepolymer including isocyanate groups by reacting the compounds (A), (B) and (D) under the condition of excessive isocyanate groups; and
a second step of reacting the prepolymer including the isocyanate groups with the compound (E);
wherein the compound (C) is present in at least one of the first step and the second step.
According to another aspect of the present invention, another method for manufacturing an amphoteric urethane resin is provided,
which uses the compounds (A) to (E);
the method including:
a first step of manufacturing a prepolymer including isocyanate groups by reacting the compounds (A), (B) and (E) under the condition of excessive isocyanate groups; and
a second step of reacting the prepolymer including the isocyanate groups with the compound (D);
wherein the compound (C) is present in at least one of the first step and the second step.
Thus, in the manufacturing methods of the present invention, the order in which the compound (D) and the compound (E) are reacted can be inverted.
One feature of the manufacturing method of the present invention is that the compound (C) is present in at least one of the first step and the second step. Here, the compound (C) can be present at any time during the first step and the second step, and the compound (C) does not necessarily have to be present from the start of the reaction. The compound (C) should be present by the time the reaction product of the second step is mixed with water. Consequently, in this specification, “first step” means the time from the beginning of the reaction of the first step to the beginning of the reaction of the second step, and “second step” means the time from the beginning of the reaction of the second step to the subsequently performed step (more specifically, until the reaction product of the second step explained below is mixed with water).
A feature of the manufacturing method of the present invention is that the compound (C) is “present” in at least one of the first step and the second step. Here, “present” means that the compound (C) is present in the reaction system, and although it is not intended to activ
Asaoka Seiji
Baba Takeshi
Hashimoto Tomohiro
Sakurai Tetsuo
Gorr Rachel
Kaiser Karen G.
National Starch and Chemical Investment Holding Corporation
LandOfFree
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