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WO1995016366A1 - Composition de doublure pour element de fermeture de contenant de liquide - Google Patents

Composition de doublure pour element de fermeture de contenant de liquide Download PDF

Info

Publication number
WO1995016366A1
WO1995016366A1 PCT/US1994/014189 US9414189W WO9516366A1 WO 1995016366 A1 WO1995016366 A1 WO 1995016366A1 US 9414189 W US9414189 W US 9414189W WO 9516366 A1 WO9516366 A1 WO 9516366A1
Authority
WO
WIPO (PCT)
Prior art keywords
hydrazide
liner composition
liner
container
potable fluid
Prior art date
Application number
PCT/US1994/014189
Other languages
English (en)
Inventor
Mahmood R. Rassouli
Anthony Irwin
Original Assignee
Zapata Technologies, Inc.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Zapata Technologies, Inc. filed Critical Zapata Technologies, Inc.
Priority to AU13051/95A priority Critical patent/AU1305195A/en
Publication of WO1995016366A1 publication Critical patent/WO1995016366A1/fr

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
    • B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
    • B65D81/00—Containers, packaging elements, or packages, for contents presenting particular transport or storage problems, or adapted to be used for non-packaging purposes after removal of contents
    • B65D81/24—Adaptations for preventing deterioration or decay of contents; Applications to the container or packaging material of food preservatives, fungicides, pesticides or animal repellants
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
    • A23B2/00—Preservation of foods or foodstuffs, in general
    • A23B2/70—Preservation of foods or foodstuffs, in general by treatment with chemicals
    • A23B2/704—Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of gases, e.g. fumigation; Compositions or apparatus therefor
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
    • A23B2/00—Preservation of foods or foodstuffs, in general
    • A23B2/70—Preservation of foods or foodstuffs, in general by treatment with chemicals
    • A23B2/704—Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of gases, e.g. fumigation; Compositions or apparatus therefor
    • A23B2/708—Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of gases, e.g. fumigation; Compositions or apparatus therefor in a controlled atmosphere, e.g. partial vacuum, comprising only CO2, N2, O2 or H2O
    • A23B2/712—Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of gases, e.g. fumigation; Compositions or apparatus therefor in a controlled atmosphere, e.g. partial vacuum, comprising only CO2, N2, O2 or H2O in which an absorbent is placed or used
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
    • A23B2/00—Preservation of foods or foodstuffs, in general
    • A23B2/70—Preservation of foods or foodstuffs, in general by treatment with chemicals
    • A23B2/725—Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of liquids or solids
    • A23B2/729—Organic compounds; Microorganisms; Enzymes
    • A23B2/762—Organic compounds containing nitrogen

Definitions

  • the present invention relates to a plastic liner composition for use in closures for potable fluid containers such as bottled water.
  • the liner includes an additive which protects against the development of off-flavor in the potable fluid that would otherwise result from the reaction of ozone 0 in the fluid with the plastic liner composition or components thereof.
  • ozone a disinfectant instead of chlorine to kill any microorganisms present in the water itself.
  • the bottled water usually contains ozone in trace amounts.
  • ozone is present in an amount of about _ 0.1 to 0.4 mg/1. These trace amounts kill the microorganisms so that it is not necessary for the water to be pasteurized.
  • ozone oxidizes many nuisance compounds or contaminants in water supplies.
  • Drinking water standards in the United States specify 0 that drinking water should not have any smell or taste.
  • the intensity of a fruity off- flavor correlates strongly with the total concentration of aldehydes present in the water.
  • Ozone reacts with compounds which contain double bonds, such as alkenes, yielding corresponding aldehydes as the major oxidation product.
  • a source of double bond containing precursors that react with ozone in bottled water is the polymeric cap liner of the container.
  • Polymeric cap liners typically contain a number of plasticizers, heat stabilizers, lubricants, antioxidants, blowing agents and pigments, some or all of which contain double bonds which are susceptible to attack by ozone.
  • the liner formulations for twist-off caps typically comprise amide-type lubricants. The double bonds in such amides are readily susceptible to attack by ozone, resulting in off-flavor producing, medium-chain length aldehydes.
  • fatty acids or derivatives of fatty acids of liner compositions react with ozone to form off- flavored aldehydes.
  • This invention is directed to a liner composition for a closure element of a container for potable fluids such as water.
  • the liner composition includes an unactivated hydrazide in amount sufficient to protect against the development of off-flavor in a potable fluid in the container.
  • the preferred hydrazide is a sulfonyl hydrazide, such as 4-4'-oxybis (benzenesulfonyl hydrazide) ("OBSH”) or p-toluene sulfonyl hydrazide.
  • OBSH 4-4'-oxybis (benzenesulfonyl hydrazide)
  • carboxylic acid hydrazides can be used.
  • the invention is also directed to a potable fluid container comprising a reservoir element for containing fluid, which element has an opening, a closure element capable of being attached to the opening, and the above- described liner composition associated with the closure element.
  • the closure has a recessed portion for receiving the container opening, and the liner is placed within the recess of the closure element between the container opening and the closure element for sealing the fluid within the container.
  • Another aspect of the invention relates to a method of improving the taste of a bottled fluid such as water by containing the fluid in the above potable fluid container and associating the above liner composition with the container so that the hydrazide can react with residual ozone in the fluid.
  • thermoplastic material such as polyvinyl chloride (“PVC”) , ethylene vinyl acetate (“EVA”) , polyolefins such as polyethylene (“PE”) or blends thereof.
  • PVC polyvinyl chloride
  • EVA ethylene vinyl acetate
  • PE polyolefins
  • plasticizers heat stabilizers
  • lubricants lubricants
  • blowing agents antioxidants
  • pigments pigments
  • additive components are well known to one skilled in the art so that a detailed description is not needed herein.
  • hydrazides such as OBSH
  • Blowing agents are chemicals that are added to plastics or rubbers for generating inert gas upon decomposition, causing the resin to assume a cellular structure.
  • adding OBSH to the liner of a closure element of a container for bottled water and decomposing the OBSH to produce small bubbles (foam) of nitrogen gas which are trapped inside the liner provides a sponginess to the material.
  • the liner composition comprises an unactivated hydrazide in an amount sufficient to protect against the development of off-flavor in a potable fluid in the container.
  • unactivated hydrazide is hydrazide which has not been subjected to a decomposition reaction. This can occur by either adding an amount of hydrazide beyond that which is needed for use as a blowing agent or by processing the liner so as to not decompose the hydrazide compound which is present.
  • Hydrazides of organic sulfonic acids have been found to be useful in the present invention. Both aliphatic and aromatic sulfonic acids can be used, with one or both -NH 2 groups of the hydrazine molecule being substituted with alkyl or aryl radicals.
  • the most preferred compound is a sulfonyl hydrazide, such as OBSH, since it has FDA approval for applications and articles which come into contact with food or beverages.
  • Other sulfonyl hydrazides such as p-toluene sulfonyl hydrazide can be used, if desired.
  • the useful hydrazides can contain one or more -NH 2 groups, where the hydrogens may optionally be substituted by other organic moieties.
  • R is hydrogen, a straight chain or branched alkyl or alkenyl group of 1 to 20 carbon atoms, a phenyl group, which is substituted or unsubstituted, or the like.
  • the hydrazide be compatible with the material and other components of the liner and that the compound be FDA approved for use in contact with the fluid to be ingested.
  • the hydrazide is present in the liner composition in an amount of from about 0.1 to about 1.0% by weight of the composition.
  • the liner composition may also include a hydrazide for use as a blowing agent
  • the composition must be formulated so that the amount of hydrazide decomposed is less than the total amount of hydrazide that is added to the liner composition.
  • This decomposition may be activated by an activator or by heat.
  • an activator for decomposing the hydrazide is added in an amount that is less than that necessary to activate the total amount of hydrazide in the liner composition.
  • typical activators include carbonates, glycols, ureas, acids, alkanolamines, oxidizing agents such as peroxides. In particular, carbonates such as sodium carbonate are preferred activators.
  • the present invention may also include at least one blowing agent other than the unactivated hydrazide, if desired.
  • the liner composition is generally made of a material which is permeable to gases and water or water vapor.
  • this material would typically be a polymer, such as a thermoplastic resin.
  • Thermoplastic resins of polyolefins such as PE and the like, PVC, EVA, and the like would allow gases such as oxygen or ozone, and water or water vapor to pass into and through the liner.
  • the unreacted hydrazide of the present invention protects against the development of off-flavors which would otherwise result from the formation of aldehydes due to the reaction of ozone present in the potable fluid with prior art liner compositions or components thereof.
  • the preferred hydrazide compound may be admixed into the liner or can be coated thereon or otherwise associated therewith.
  • the potable fluid container of the present invention contains a potable fluid, such as water, which has ozone added thereto.
  • a potable fluid such as water
  • the ozone is preferably added in trace amounts, such as from about 0.1 to 0.5 mg/1.
  • Seven 200 ml water samples were each ozonized as follows. Seven samples of 206 + 0.5 grams of distilled water were each poured into a clean 7 ounce bottle. A Sander Ozonizer Model 25, having 25 mg per hour capacity was connected to a 100% oxygen tank via a silicone rubber tubing. The outlet of the ozonizer was connected to Teflon tubing via silicon rubber tubing to minimize the exposure of the silicon rubber to the ozone. The Teflon tubing was connected to a glass gas dispersion tube. Catalog Number 9435A of Ace Glass, Inc., Vineland, NJ, via silicone rubber tubing. The glass gas dispersion tube was immersed in water. The ozone concentration was controlled with oxygen flow and flow time.
  • Lubricant #1 and lubricant #2 are amides of an unsaturated fatty acid, and lubricant #3 is a paraffin wax.
  • a seventh sample was used as a control, having nothing added thereto. The bottles were immediately crowned and later tested for flavor.
  • the final ozone concentration before crowning was determined to be 0.4 to 0.5 mg/1.
  • the bottles were stored at room temperature for two days. Colorimetric analysis showed that the control sometimes contained unreacted ozone after two days, while no ozone remained in any of the bottles to which the additional components had been added.
  • Example 2 The samples were then evaluated by a taste panel, evaluating the off-flavor intensity of the samples. The results were such that the sample containing OBSH and the control had approximately the same flavor, which flavor was less than for the samples containing the secondary plasticizer and the lubricants, with the sample containing lubricant #2 having the strongest flavor of all the samples evaluated.
  • Example 2 The results were such that the sample containing OBSH and the control had approximately the same flavor, which flavor was less than for the samples containing the secondary plasticizer and the lubricants, with the sample containing lubricant #2 having the strongest flavor of all the samples evaluated.
  • Example 2 Example 2
  • Example 2 Three samples of distilled water were bubbled with ozone as in Example 1 to contain a concentration of 0.4-0.5 mg/1 ozone and then were crowned in a bottle with the following liners having the following formulations:
  • the OBSH containing sample was found to be clearly superior to the other samples.
  • Example 2 Three bottles of distilled water were ozonized as in Example 1 to contain 0.4 mg/1 ozone. The bottles were capped with the following closure tapes which were made from a copolymer of ethylene vinyl acetate comprising of 10% vinyl acetate having the following formulations:
  • CT-1 had weak off -flavor intensity
  • CT-2 had moderate off -flavor intensity
  • CT-3 had no off -flavor intensity
  • Example 2 Six bottles of water were ozonized as in Example 1 to contain a concentration of 0.4-0.5 mg/1 ozone.
  • the bottles were sealed with crown liner elements A, B, B+(0.2% OBSH) and with closure tapes CT-1, CT-2, and CT-3.
  • the bottles were then heated at 30°C for 30 days.
  • a taste panel then evaluated the taste of each sample for off-flavor intensity on a scale of 0-3, with 0 having no off-flavor and 3 having an intense off-flavor. The results are as follows.
  • Example 2 Three bottles of water were ozonized as in Example 1 to maintain a concentration of 0.4 mg/1 of ozone.
  • the bottles were sealed with the following crown liner elements.
  • the bottles were stored for 5 days at room temperature and were evaluated for off-flavor by a taste panel.
  • Formulation H containing 0.5% OBSH based on the total weight of the liner formulation, was unanimously rated the best by the panel.

Landscapes

  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Food Science & Technology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Chemical & Material Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Mechanical Engineering (AREA)
  • Packging For Living Organisms, Food Or Medicinal Products That Are Sensitive To Environmental Conditiond (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Closures For Containers (AREA)

Abstract

L'invention concerne une composition de doublure pour élément de fermeture de contenant de liquide potable. Ladite composition comprend un hydrazide inactivé, de préférence un hydrazide d'acide carboxylique ou un hydrazide de sulfonyle tel que du 4,4'- oxybis (benzènesulfonyl hydrazide) destiné à empêcher l'éventement consécutif à la présence d'aldéhydes dans le liquide. L'invention porte également sur un contenant de liquide potable doté d'un élément de réservoir destiné à contenir un liquide potable et présentant une ouverture à laquelle peut être fixé un élément de fermeture auquel est associée la composition de doublure. Elle se rapporte aussi à un procédé permettant d'améliorer le goût du liquide potable tel que l'eau en bouteille au moyen du contenant et d'une des compositions de doublure associées susmentionnées.
PCT/US1994/014189 1993-12-14 1994-12-08 Composition de doublure pour element de fermeture de contenant de liquide WO1995016366A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU13051/95A AU1305195A (en) 1993-12-14 1994-12-08 Liner composition for a closure element for a fluid container

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US16725793A 1993-12-14 1993-12-14
US167,257 1993-12-14

Publications (1)

Publication Number Publication Date
WO1995016366A1 true WO1995016366A1 (fr) 1995-06-22

Family

ID=22606612

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1994/014189 WO1995016366A1 (fr) 1993-12-14 1994-12-08 Composition de doublure pour element de fermeture de contenant de liquide

Country Status (2)

Country Link
AU (1) AU1305195A (fr)
WO (1) WO1995016366A1 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0781107A1 (fr) * 1994-08-11 1997-07-02 Zapata Technologies, Inc. Compositions n'alterant pas le gout pour garniture interne de fermeture
WO2001030412A1 (fr) * 1999-10-27 2001-05-03 Zapata Technologies Inc. Compositions de doublure de fermeture servant a proteger les saveurs
WO2002024797A1 (fr) * 2000-09-18 2002-03-28 Milliken & Company Reduction d'emission d'aldehyde pour plastiques clarifies au dibenzylidene sorbitol
WO2002024796A1 (fr) * 2000-09-18 2002-03-28 Milliken & Company Reduction d'emission d'aldehyde pour du plastique clarifie au sorbitol de dibenzylidene
US6365245B2 (en) 1996-03-07 2002-04-02 Cryovac, Inc. Zeolite in packaging film

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3691113A (en) * 1967-08-23 1972-09-12 Hercules Inc Expanded cross-linked polymers of epihalohydrin
US4111323A (en) * 1976-03-17 1978-09-05 Japan Crown Cork Co., Ltd. Crown closure
US4279350A (en) * 1979-10-11 1981-07-21 Ethyl Corporation Closure with oxygen scavenging system
US4287995A (en) * 1978-11-30 1981-09-08 Mitsubishi Gas Chemical Company, Inc. Container sealing member with oxygen absorbent
US4818577A (en) * 1987-08-20 1989-04-04 Minnesota Mining And Manufacturing Company Synthetic liner capable of resisting chemical attack and high temperature
US4935273A (en) * 1989-02-01 1990-06-19 Minnesota Mining And Manufacturing Company Pressure-activated innerseals and containers using same
US5143763A (en) * 1990-07-13 1992-09-01 Toray Industries, Inc. Oxygen scavenger
US5202052A (en) * 1990-09-12 1993-04-13 Aquanautics Corporation Amino polycarboxylic acid compounds as oxygen scavengers
US5265747A (en) * 1992-07-28 1993-11-30 Owens-Illinois Closure Inc. Plastic beverage closure
US5356021A (en) * 1993-09-30 1994-10-18 H-C Industries, Inc. Container closure with multiple liner seals

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3691113A (en) * 1967-08-23 1972-09-12 Hercules Inc Expanded cross-linked polymers of epihalohydrin
US4111323A (en) * 1976-03-17 1978-09-05 Japan Crown Cork Co., Ltd. Crown closure
US4287995A (en) * 1978-11-30 1981-09-08 Mitsubishi Gas Chemical Company, Inc. Container sealing member with oxygen absorbent
US4279350A (en) * 1979-10-11 1981-07-21 Ethyl Corporation Closure with oxygen scavenging system
US4818577A (en) * 1987-08-20 1989-04-04 Minnesota Mining And Manufacturing Company Synthetic liner capable of resisting chemical attack and high temperature
US4935273A (en) * 1989-02-01 1990-06-19 Minnesota Mining And Manufacturing Company Pressure-activated innerseals and containers using same
US5143763A (en) * 1990-07-13 1992-09-01 Toray Industries, Inc. Oxygen scavenger
US5202052A (en) * 1990-09-12 1993-04-13 Aquanautics Corporation Amino polycarboxylic acid compounds as oxygen scavengers
US5265747A (en) * 1992-07-28 1993-11-30 Owens-Illinois Closure Inc. Plastic beverage closure
US5356021A (en) * 1993-09-30 1994-10-18 H-C Industries, Inc. Container closure with multiple liner seals

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
ENVIRONMENTAL SCIENCE AND TECHNOLOGY, Vol. 21, No. 3, issued 1987, W.H. GLAZE, "Drinking-Water Treatment With Ozone", pages 224-230. *
JOURNAL AWWA, RESEARCH AND TECHNOLOGY, issued August 1989, J.G. JACANGELO et al., "Ozonation: Assessing Its Role in the Formation and Control of Disinfection By-Products", pages 74-84. *
JOURNAL AWWA, RESEARCH AND TECHNOLOGY, issued October 1988, C. ANSELME et al., "Effect of Ozonation on Tastes and Odors", pages 45-51. *
JOURNAL AWWA, RESEARCH AND TECHNOLOGY, issued October 1989, W.H. GLAZE et al., "Evaluation of Ozonation By-Products From Two California Surface Waters", pages 66-73. *

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0781107A1 (fr) * 1994-08-11 1997-07-02 Zapata Technologies, Inc. Compositions n'alterant pas le gout pour garniture interne de fermeture
EP0781107A4 (fr) * 1994-08-11 2001-03-07 Zapata Technologies Inc Compositions n'alterant pas le gout pour garniture interne de fermeture
US6365245B2 (en) 1996-03-07 2002-04-02 Cryovac, Inc. Zeolite in packaging film
US6458438B2 (en) 1996-03-07 2002-10-01 Cryovac, Inc. Zeolite in packaging film
WO2001030412A1 (fr) * 1999-10-27 2001-05-03 Zapata Technologies Inc. Compositions de doublure de fermeture servant a proteger les saveurs
WO2002024797A1 (fr) * 2000-09-18 2002-03-28 Milliken & Company Reduction d'emission d'aldehyde pour plastiques clarifies au dibenzylidene sorbitol
WO2002024796A1 (fr) * 2000-09-18 2002-03-28 Milliken & Company Reduction d'emission d'aldehyde pour du plastique clarifie au sorbitol de dibenzylidene
US6518339B1 (en) 2000-09-18 2003-02-11 Milliken & Company Aldehyde emission reduction for dibenzylidene sorbitol clarified plastics

Also Published As

Publication number Publication date
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