Acrylic oily gel bioadhesive material and acrylic oily gel preparation

• US 5,298,258 A
• Filed: 06/16/1992
• Issued: 03/29/1994
• Est. Priority Date: 12/28/1989
• Status: Expired due to Term

• Current Assignee: Nitto Denko Corporation
• Original Assignee: Nitto Denko Corporation
• Inventors: Nakano, Yoshihisa, Akemi, Hitoshi, Kinoshita, Takashi, Hosaka, Yoshifumi, Otsuka, Saburo
• Primary Examiner(s): Page, Thurman K.
• Assistant Examiner(s): Kulkosky, Peter F.
• Application Number:
  US07/899,278
• Time in Patent Office: 651 Days
• Field of Search: 526/310, 562/598, 525/330.2, 424/484, 424/78.26, 424/78.34, 424/78.18, 424/484, 424/486, 424/487
• US Class Current: 424/484
• CPC Class Codes: A61K 31/34 having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
• CPC Class Codes: A61K 31/565 not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
• CPC Class Codes: A61K 9/7061 Polyacrylates
• CPC Class Codes: A61L 15/58 Adhesives
• CPC Class Codes: C08L 33/00 Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers

Abstract

An acrylic oily gel bioadhesive material comprising a substrate having on one surface thereof a crosslinked gel layer formed by crosslinking a composition comprising an acrylate polymer comprising as a main component an alkyl (meth)acrylate having four or more carbon atoms in the alkyl moiety and a liquid ingredient compatible with said acrylate polymer.

Claims

1. An acrylic oily gel bioadhesive material comprising a substrate having on one surface thereof a crosslinked gel layer which is a non-aqueous system formed by crosslinking a composition comprising an acrylate polymer comprising as a main component an alkyl (meth)acrylate having four or more carbon atoms in the alkyl moiety and a liquid ingredient compatible with said acrylate polymer, wherein the weight ratio of said acrylate polymer to said liquid ingredient is from 1.0/0.25 to 1.0/2.0;

said crosslinking is effected by using a crosslinking agent selected from the group consisting of a metal alcoholate and a metal chelate each comprising titanium or aluminum, and trifunctional isocyanate; and

said acrylate polymer is selected from the group consisting of;

(a) a copolymer obtained by copolymerizing the alkyl (meth)acrylate with at least one monomer represented by at least one of formulae (I) and (II);

space="preserve" listing-type="equation">CH.sub.2 ═

CHX (I)

space="preserve" listing-type="equation">CH.sub.2 ═

CRY (II)

wherein R represents a hydrogen atom or a methyl group;

X represents a group having at least one nitrogen atom or a nitrogen atom and an oxygen atom;

Y represents a hydrogen atom or --COOR'"'"'; and

R'"'"' represents a group having at least one nitrogen atom or a nitrogen atom and an oxygen atom, or a hydroxy lower alkyl group, and wherein the weight ratio of the alkyl (meth)acrylate to the at least one monomer represented by at least one of formulae (I) and (II) is (40-99)/(1-60);

(b) a copolymer obtained by copolymerizing the alkyl (meth)acrylate with ate least one monomer containing at least one of a carboxyl group and a hydroxyl group, and wherein the weight ratio of the alkyl (meth)acrylate to the at least one monomer containing at least one of a carboxyl group and a hydroxyl group is (90-99)/(1-10); and

(c) a copolymer obtained by copolymerizing the alkyl (meth)acrylate with at least one monomer represented by at least one of formulae (I) and (II);

space="preserve" listing-type="equation">CH.sub.2 ═

CHX (I)

space="preserve" listing-type="equation">CH.sub.2 ═

CRY (II)

wherein R represents a hydrogen atom or a methyl group;

X represents a group having at least one nitrogen atom or a nitrogen atom and an oxygen atom;

Y represents a hydrogen atom or --COOR'"'"'; and

R'"'"' represents a group having at least one nitrogen atom or a nitrogen atom and an oxygen atom, or a hydroxy lower alkyl group, and at least one monomer containing at least one of a carboxyl group and a hydroxyl group, wherein the amount of said at least one monomer containing at least one of a carboxyl group and a hydroxyl group is 1 to 10% by weight based on the weight of the copolymer, and wherein the weight ratio of the alkyl (meth)acrylate, the at least one monomer represented by formulae (I) and (II), and the at least one monomer containing at least one of a carboxyl group and a hydroxyl group is (50-90)/(0-40)/(1-10).

2. An acrylic oily gel bioadhesive material as claimed in claim 1, wherein the weight ratio of said acrylate polymer to said liquid ingredient is from 1.0/0.4 to 1.0/2.0.

3. An acrylic oily gel bioadhesive material as claimed in claim 2, wherein the weight ratio of said acrylate polymer to said liquid ingredient is from 1.0/0.6 to 1.0//1.8.

4. An acrylic gel bioadhesive material as claimed in claim 1, wherein said liquid ingredient compatible with said acrylate polymer is selected from the group consisting of glycols, fats and oils, organic solvents, liquid surfactants, hydrocarbons, ethoxylated stearyl alcohol, glycerol esters, isopropyl myristate, isotridecyl myristate, ethyl laurate, N-methyl-pyrrolidone, ethyl oleate, oleic acid, isopropyl adipate, isopropyl palmitate, octyl palmitate and 1,3-butanediol.

5. An acrylic oily gel preparation wherein a drug component is contained in an acrylic oily gel bioadhesive material as claimed in claim 1.

6. An acrylic oily gel preparation as claimed in claim 5, wherein the content of said drug component is from 1 to 40% by weight based on the total amount of said crosslinked gel layer.

7. An acrylic oily gel preparation as claimed in claim 6, wherein the content of said drug component is from 3 to 30% by weight based on the total amount of said crosslinked gel layer.

8. An acrylic oily gel preparation as claimed in claim 5, wherein the thickness of said crosslinked gel layer is from 10 to 300 μ

m.

9. An acrylic oily gel preparation as claimed in claim 8, wherein the thickness of said crosslinked gel layer is from 40 to 150 μ

m.