US3632547A - Textile adhesive and method of use - Google Patents
Textile adhesive and method of use Download PDFInfo
- Publication number
- US3632547A US3632547A US838684A US3632547DA US3632547A US 3632547 A US3632547 A US 3632547A US 838684 A US838684 A US 838684A US 3632547D A US3632547D A US 3632547DA US 3632547 A US3632547 A US 3632547A
- Authority
- US
- United States
- Prior art keywords
- adhesive
- composition
- polymer
- solvent
- plasticizer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000853 adhesive Substances 0.000 title abstract description 16
- 230000001070 adhesive effect Effects 0.000 title abstract description 16
- 239000004753 textile Substances 0.000 title abstract description 9
- 238000000034 method Methods 0.000 title description 2
- 239000000203 mixture Substances 0.000 abstract description 19
- 239000004014 plasticizer Substances 0.000 abstract description 10
- 239000002904 solvent Substances 0.000 abstract description 9
- 239000000463 material Substances 0.000 abstract description 4
- 239000004677 Nylon Substances 0.000 abstract description 3
- 229920001778 nylon Polymers 0.000 abstract description 3
- 229920000620 organic polymer Polymers 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 description 9
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 8
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 6
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 5
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 5
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 230000001476 alcoholic effect Effects 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 3
- 231100000344 non-irritating Toxicity 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- YZBOVSFWWNVKRJ-UHFFFAOYSA-M 2-butoxycarbonylbenzoate Chemical compound CCCCOC(=O)C1=CC=CC=C1C([O-])=O YZBOVSFWWNVKRJ-UHFFFAOYSA-M 0.000 description 1
- DYBIGIADVHIODH-UHFFFAOYSA-N 2-nonylphenol;oxirane Chemical compound C1CO1.CCCCCCCCCC1=CC=CC=C1O DYBIGIADVHIODH-UHFFFAOYSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- QZCLKYGREBVARF-UHFFFAOYSA-N Acetyl tributyl citrate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- XLYMOEINVGRTEX-ARJAWSKDSA-N Ethyl hydrogen fumarate Chemical compound CCOC(=O)\C=C/C(O)=O XLYMOEINVGRTEX-ARJAWSKDSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 229920003072 Plasdone™ povidone Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229940074323 antara Drugs 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- YMTINGFKWWXKFG-UHFFFAOYSA-N fenofibrate Chemical compound C1=CC(OC(C)(C)C(=O)OC(C)C)=CC=C1C(=O)C1=CC=C(Cl)C=C1 YMTINGFKWWXKFG-UHFFFAOYSA-N 0.000 description 1
- 235000002864 food coloring agent Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- XLYMOEINVGRTEX-UHFFFAOYSA-N fumaric acid monoethyl ester Natural products CCOC(=O)C=CC(O)=O XLYMOEINVGRTEX-UHFFFAOYSA-N 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 229940074928 isopropyl myristate Drugs 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 150000002895 organic esters Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- WEAPVABOECTMGR-UHFFFAOYSA-N triethyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCOC(=O)CC(C(=O)OCC)(OC(C)=O)CC(=O)OCC WEAPVABOECTMGR-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J139/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Adhesives based on derivatives of such polymers
- C09J139/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
- C09J139/06—Homopolymers or copolymers of N-vinyl-pyrrolidones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/28—Non-macromolecular organic substances
Definitions
- This invention relates to adhesive compositions for textiles. More particularly, it relates to an adhesive system adapted for temporarily adhering textiles to the human skin.
- the adhesive composition of this invention is designed so that it can be applied directly to the human skin under an appropriate garment or part of a garment such as male or female stockings or a shoulder strap to immediately but temporarily hold the garment or a part thereof in place without the use of additional supporting apparatus such as garters.
- the new composition is formulated so that no irritation or other harm is imparted to either the skin or the textile material.
- the bond obtained with the adhesive will generally last for a number of hours such as the normal wearing period for the particular garment involved.
- the bonded garment can at any time be readily removed with normal hand pressures and forces. Washing of the skin and textile item can be used for easy removal of all residues of the adhesive as desired.
- the adhesive composition of this invention includes as essential ingredients a polymeric substance having the desired adhesive characteristics and a plasticizer that softens the polymer to enhance its adhesive characteristics.
- the polymer and plasticizer both must be non-irritating to the skin and provide a comfortable feeling when applied.
- Suitable polymeric substances include those materials having molecule weights in the range of 10,000 500,000 such as polyvinyl pyrrolidone, casein, vinyl methyl ether/maleic anhydride polymer, vinyl methyl ether/maleic acid monobutyl ester polymer, and vinyl methyl ether/maleic acid monoethyl ester polymer. Vinylpyrrolidone polymer with a molecular weight of 10,000 to 360,000 is particularly effective.
- Useful plasticizers include organic esters and fatty alcohols.
- effective plasticizers include acetyl triethyl citrate, acetyl tri-n-butyl citrate, dibutyl phthalate, dimethyl phthalate, diethylene glycol, ethoxylated lanolin, glycerine, nonylphenol ethylene oxide adduct, oleyl alcohol, vinyl acetate and sorbitol.
- Typical solvents include alcohols such as methanol, ethanol, isopropanol, 1,4- butanediol, propylene glycol; ketones such as acetone; esters such as ethyl acetate, n-butyl acetate, isopropyl myrist-ate; and chlorinated hydrocarbons such as in ethylene chloride, 1,1,1-trichloroethane; and the like as well 3,632,547 Patented Jan. 4, 1972 "Ice as mixtures thereof.
- water can also be used as a portion of the solvent.
- any solvent that IS non-irritating to the skin and relatively volatile is acceptable provided that it functions to adjust viscosity and solid concentration, and will readily volatilize when subected to body heat.
- the polymer/plasticizer ratio can be varied widely. However, a weight ratio in the range of 30:70 to :30 has proved to be particularly effective.
- the amount of solvent that can be incorporated with the polymer/plasticizer mixture can also be varied widely. However, from 10.0 to 65.0% by weight has been found to be especially useful.
- other substances such as perfumes, artificial coloring and the like can also be included as a minor portion of the adhesive composition.
- the preferred practice of the invention is to thoroughly blend the composition into a physical state capable of application from a conventional roll-on applicator container such as a ball and socket dispenser.
- a conventional roll-on applicator container such as a ball and socket dispenser.
- Other useful applicators include those having a brush tip or nozzle tip.
- a non-irritating adhesive composition for bonding textiles to human skin comprising:
- polyvinylpyrrolidone and vinyl acetate in an alcoholic medium wherein the weight ratio of polyvinylpyrrolidone to vinyl acetate is 30:70 to 70:30.
- composition according to claim 1 wherein said alcoholic medium is a mixture of isopropanol and 1,4- butanediol.
- composition according to claim 1 wherein said polyvinylpyrrolidone is present in from to 42.5 weight percent, said vinyl acetate is present in from 3 to 30 3 Weight percent, and said alcoholic medium is present in General Aniline and Film Corp., Plasdone, G.A.F. New from 10 to 65 weight percent.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
ADHESIVE COMPOSITON FOR TEMPORAILY ADHERING TEXTILE MATERIALS SUCH AS NYLON STOCKING TO THE HUMAN SKIN, THE COMPOSITION BEING A SOLUTION CONTAINING AN ORGANIC POLYMER, A PLASTICIZER AND A SOLVENT.
Description
United States Patent 3,632,547 TEXTILE ADHESIVE AND METHOD OF USE Benjamin T. Kajioka, San Rafael, Calif., assignor to Synergistic Industries, Inc., San Rafael, Calif. N0 Drawing. Filed July 2, 1969, Ser. No. 838,684 Int. Cl. C08f 45 /36' US. Cl. 26031.2 R 3 Claims ABSTRACT OF THE DISCLOSURE Adhesive composition for temporarily adhering textile materials such as nylon stockings to the human skin, the composition being a solution containing an organic polymer, a plasticizer and a solvent.
This invention relates to adhesive compositions for textiles. More particularly, it relates to an adhesive system adapted for temporarily adhering textiles to the human skin.
The adhesive composition of this invention is designed so that it can be applied directly to the human skin under an appropriate garment or part of a garment such as male or female stockings or a shoulder strap to immediately but temporarily hold the garment or a part thereof in place without the use of additional supporting apparatus such as garters. The new composition is formulated so that no irritation or other harm is imparted to either the skin or the textile material. The bond obtained with the adhesive will generally last for a number of hours such as the normal wearing period for the particular garment involved. The bonded garment can at any time be readily removed with normal hand pressures and forces. Washing of the skin and textile item can be used for easy removal of all residues of the adhesive as desired.
The adhesive composition of this invention includes as essential ingredients a polymeric substance having the desired adhesive characteristics and a plasticizer that softens the polymer to enhance its adhesive characteristics. The polymer and plasticizer both must be non-irritating to the skin and provide a comfortable feeling when applied. Suitable polymeric substances include those materials having molecule weights in the range of 10,000 500,000 such as polyvinyl pyrrolidone, casein, vinyl methyl ether/maleic anhydride polymer, vinyl methyl ether/maleic acid monobutyl ester polymer, and vinyl methyl ether/maleic acid monoethyl ester polymer. Vinylpyrrolidone polymer with a molecular weight of 10,000 to 360,000 is particularly effective.
Useful plasticizers include organic esters and fatty alcohols. Examples of effective plasticizers include acetyl triethyl citrate, acetyl tri-n-butyl citrate, dibutyl phthalate, dimethyl phthalate, diethylene glycol, ethoxylated lanolin, glycerine, nonylphenol ethylene oxide adduct, oleyl alcohol, vinyl acetate and sorbitol.
Although certain alcohol-type plasticizers with relatively low boiling points can also act as a solvent, other adhesive systems have been found to benefit from inclusion of an additional solvent. Typical solvents include alcohols such as methanol, ethanol, isopropanol, 1,4- butanediol, propylene glycol; ketones such as acetone; esters such as ethyl acetate, n-butyl acetate, isopropyl myrist-ate; and chlorinated hydrocarbons such as in ethylene chloride, 1,1,1-trichloroethane; and the like as well 3,632,547 Patented Jan. 4, 1972 "Ice as mixtures thereof. Furthermore, water can also be used as a portion of the solvent. In addition, any solvent that IS non-irritating to the skin and relatively volatile is acceptable provided that it functions to adjust viscosity and solid concentration, and will readily volatilize when subected to body heat.
In general, the polymer/plasticizer ratio can be varied widely. However, a weight ratio in the range of 30:70 to :30 has proved to be particularly effective. The amount of solvent that can be incorporated with the polymer/plasticizer mixture can also be varied widely. However, from 10.0 to 65.0% by weight has been found to be especially useful. As will be appreciated by one skilled in this art, other substances such as perfumes, artificial coloring and the like can also be included as a minor portion of the adhesive composition.
The preferred practice of the invention is to thoroughly blend the composition into a physical state capable of application from a conventional roll-on applicator container such as a ball and socket dispenser. Other useful applicators include those having a brush tip or nozzle tip.
To further illustrate this invention, the following example is provided. It should be understood that the details thereof are not to be regarded as limitations as they may be varied as will be understood by one skilled in this art.
The following ingredients were formulated in the proportions, in weight percent, set forth:
Percent Polyvinylpyrrolidone (M.W., approx. 40,000) 28 Vinyl acetate 12 isopropanol 40 1,4-butanediol 20 Perfume, coloring trace amounts The resulting polymeric film composition was applied to the human leg with a ball and socket dispenser. Nylon stockings were positioned in the normal manner over the composition and found to be provided with continuous adhesion to the leg. This continuous surface tack proved to be sufficient to bind the separate surfaces together. The adhesive was found to readily dissolve in water when removal from the skin and the stocking was desired.
Similar formulations were prepared using the following range of proportions:
Percent Polymer 10.0-42.5 Plasticizer 3.0-30.0 Solvent 10.0-65
While one embodiment of the invention has been described in detail, it will be apparent that other adaptations and modifications can be made without departing from the true spirit and scope of the invention.
What is claimed is:
1. A non-irritating adhesive composition for bonding textiles to human skin comprising:
polyvinylpyrrolidone and vinyl acetate in an alcoholic medium, wherein the weight ratio of polyvinylpyrrolidone to vinyl acetate is 30:70 to 70:30.
'2. A composition according to claim 1, wherein said alcoholic medium is a mixture of isopropanol and 1,4- butanediol.
3. A composition according to claim 1, wherein said polyvinylpyrrolidone is present in from to 42.5 weight percent, said vinyl acetate is present in from 3 to 30 3 Weight percent, and said alcoholic medium is present in General Aniline and Film Corp., Plasdone, G.A.F. New from 10 to 65 weight percent. Product Bulletin No. P-lOO, US Pat. Off. date: Sept. 21,
1954, pp. 11 and 12 (167/PVP). References Cited UNITED STATES PATENTS 5 MORRIS LIEBMAN, Primary Examiner 3,301,808 1/1967 Mack et a1 260-29.6 H-N PERSON, Assistant Examiner OTHER REFERENCES US. 01. X.R.
Antara Chemicals, PVP/VA Copolymers, General 424 28 37 80 Aniline and Film Corp. (2111-8-62, A1 88-3) 1959, p. 15 (167/PVP dig.).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US83868469A | 1969-07-02 | 1969-07-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3632547A true US3632547A (en) | 1972-01-04 |
Family
ID=25277795
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US838684A Expired - Lifetime US3632547A (en) | 1969-07-02 | 1969-07-02 | Textile adhesive and method of use |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US3632547A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3876771A (en) * | 1973-09-04 | 1975-04-08 | Hallister Inc | Skin protective gel containing polyvinyl methylether or monoisopropyl ester of polyvinyl methylether maleic acid |
| US5254338A (en) * | 1990-03-12 | 1993-10-19 | Showa Denko K.K. | External application base or auxiliary agent and external application composition for human being or animal containing the same |
| US5431916A (en) * | 1993-04-29 | 1995-07-11 | The Procter & Gamble Company | Pharmaceutical compositions and process of manufacture thereof |
| EP1852842A1 (en) * | 2006-05-02 | 2007-11-07 | Snailtex.Com | Adhesive layer and self-adhesive fabric provided with such an adhesive layer |
-
1969
- 1969-07-02 US US838684A patent/US3632547A/en not_active Expired - Lifetime
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3876771A (en) * | 1973-09-04 | 1975-04-08 | Hallister Inc | Skin protective gel containing polyvinyl methylether or monoisopropyl ester of polyvinyl methylether maleic acid |
| US5254338A (en) * | 1990-03-12 | 1993-10-19 | Showa Denko K.K. | External application base or auxiliary agent and external application composition for human being or animal containing the same |
| US5344655A (en) * | 1990-03-12 | 1994-09-06 | Showa Denko K.K. | External application base or auxiliary agent and external application composition for human being or animal containing the same |
| US5455042A (en) * | 1990-03-12 | 1995-10-03 | Showa Denko Kabushiki Kaisha | Ointment comprising a homogenous mixture of a polymer or copolymer of N-vinylacetamide, water and/or alcohols, and a pharmacologically active component |
| US5431916A (en) * | 1993-04-29 | 1995-07-11 | The Procter & Gamble Company | Pharmaceutical compositions and process of manufacture thereof |
| EP1852842A1 (en) * | 2006-05-02 | 2007-11-07 | Snailtex.Com | Adhesive layer and self-adhesive fabric provided with such an adhesive layer |
| BE1017122A5 (en) * | 2006-05-02 | 2008-02-05 | Snailtex Com Bvba | LABEL AND METHOD FOR MANUFACTURING SUCH LABELS. |
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