Classifications

• • D—TEXTILES; PAPER
  • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
  • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
  • D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
  • D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
  • D21H21/36—Biocidal agents, e.g. fungicidal, bactericidal, insecticidal agents
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
  • C09K23/34—Higher-molecular-weight carboxylic acid esters
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
  • C11B5/00—Preserving by using additives, e.g. anti-oxidants
  • C11B5/0021—Preserving by using additives, e.g. anti-oxidants containing oxygen
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
  • C11B5/00—Preserving by using additives, e.g. anti-oxidants
  • C11B5/0021—Preserving by using additives, e.g. anti-oxidants containing oxygen
  • C11B5/0035—Phenols; Their halogenated and aminated derivates, their salts, their esters with carboxylic acids
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
  • C11B5/00—Preserving by using additives, e.g. anti-oxidants
  • C11B5/0092—Mixtures
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S106/00—Compositions: coating or plastic
  • Y10S106/901—Low molecular weight hydrocarbon polymer-containing mixture

Definitions

• antioxidants The additionof chemical stabilizers, preservatives or antioxidants to organic materials subject to oxidative deterioration is well known.
• Small amounts of antioxidants have been incorporated into such materials as butter, lard, hydrogenated fats, vegetable oils and the like, as well as into toilet soaps and other non-food items.
• the antioxidant In the case of foods, of course, the antioxidant must be non-toxic as well as tasteless and non-discoloring.
• Antioxidants used in such materials as soaps, which contact the human skin must be non-toxic, non-irritating and non allergenic. Thus, severe restrictions apply to properties of chemical antioxidants or oxidation inhibitors which are to be incorporated directly into the organic material to be stabilized.
• the loss of antioxidant has been found to result not from the volatility of the antioxidant alone but from its steam distillation thereof when wet paper containing the stabilizer is dried under the conditions described. Under the conditions of paper drying, the partial vapor pressure of the relatively non-volatile phenolic antioxidant in the stream is sufficient to effect the rapid removal of the antioxidant from the paper with the removal of the water of manufacture in the paper.
• Another object is the provision of an economical composition for such purposes which may be conveniently used in papermaking. Still another object is the provision of a process for employing the antioxidant compositions of the invention. Other objects will be clear from the following description of the invention. Another object is the provision of an emulsion which is unusually easy to prepare and is remarkably stable.
• a stable aqueous emulsion consisting of a continuous aqueous phase having dispersed therein an oil phase consisting of a waterdmmiscible ester selected from the group consisting of diisobutyl phthalate and ethyl hexyl diphenyl phosphate, up to by weight, based on the ester, of 2,6-di-tert-butyl-4-methylphenol, and up to 100% by weight, based on the phenol, of a fatty acid ester of polyoxyethylene sorbitan.
• This emulsion has the advantage of being very easily prepared, extremely stable, and being entirely composed of components which are safe for human consumption.
• the 2,6-di-tert butyl-4-methylphenol is employed in the composition of the invention as a solute in a special type of non-volatile ester.
• This type of ester has been approxed for food packaging by the US. Food and Drug Administration and is selected from diisobutyl adipate and ethyl hexyl diphenyl phosphate.
• diisobutyl adipate and ethyl hexyl diphenyl phosphate In addition to being suitable for food uses, both of these esters have extremely low vapor pressure at relatively high temperature.
• the boiling point and vapor pressure of ethyl hexyl diphenyl phosphate for example, are shown in the following table:
• This compound is also known as butylat-' White Ethyl Corn Refined Hexyl Diisobutyl Oil Mineral Diphenyl Adipate Oil Phosphate 2,6-(li-tert-butyl 4-metl1yl- 30 30 60 80 phenol solubility at 21 C. (g./100 g.).
• the ester solution of 2,6-di-tert-butyl-4-methylphenol is dispersed in water to form the emulsion of the invention.
• the dispersion may be accomplished by any of the means known to the art, such as shakers, stirrers, colloid mills and the like.
• the amount of water employed for the dispersion is, of course, at least that required to form a continuous phase and may be as little as by volume, based on the ester. The quantity of water required will, however, depend on such variables as the temperature of the dispersion and the nature of the emulsifying agent employed.
• an ester-miscible emulsifier is employed.
• These emulsifiers are selected from the polyoxyethylene sorbitan esters of fatty acids having 12 to 18 carbon atoms.
• Example of such esters include polyoxyethylene sorbitant monolaurate, polyoxyethylene sorbitant monopalmitate, polyoxyethylene sorbitan monostearate, and polyoxyethylene sorbitan monooleate.
• polyoxyethylene sorbitan monooleate that which has been found to afford the most stability is polyoxyethylene sorbitan monooleate, and it is therefore the preferred emulsifier.
• emulsifier may be employed in a concentration of up to 100% by weight, based on the weight of 2,6-di-tertbutyl-4-methylphenol in the emulsion, about 1030% by weight has been found to be sufficient under most conditions.
• One principal advantage of the emulsions of the invention is the ease with which they are formed. It has been unexpectedly found that merely by adding the ester solution containing the phenol and emulsifier to water and stirring the mixture extremely stable oil-in-water emulsions are almost instantly formed. These emulsions are not broken upon heating, dilution, or agitation, and thus are particularly suitable for use under industrial conditions where ease of prepartion and considerable stability are desired.
• Such an emulsion aifords a useful concentrate which can be prepared, stored and transported without breaking, and which may be readily diluted with additional water prior to use.
• the diluted emulsion in any desired concentration, is applied to paper by rolling, brushing or spraying the prepartion onto the moving sheet. Since the sheet will then contain the Water from the continuous phase of the emulsion as well as water from the papermaking process itself, the water is best removed by passing the sheet to the drying section of the papermaking machine and driving off the water at that stage.
• paper in this description is meant not only unwaxed paper and glassine paper but also waxed papers wherein the emulsion may be 'added to the paper prior to coating, and paperboard including waxed paperboard and such nnwaxed board as chocolate board.
• the use of the emulsion described with these types of paper and paperboard will in no way limit the incorporation in or on the paper or board of conventional paper additives, such as wax; glue, starch and other sizes; clay, talc, chalk and other fillers; titanium or zinc oxides and other pigments; and inks or other coatings.
• the paper packaging materials prepared with the emulsion described may be used alone or with a protective outer wrapping of cellophane, metal foil such as aluminum foil, synthetic organic resins such as polyethylene or polystyrene, and the like.
• Example I An oil-in-water emulsion was prepared in which the oil phase had the following composition:
• the emulsion was prepared by mixing a colloid mill at 60 C., the emulsion was still stable and unbroken after nine months standing at room temperature.
• the second organic antioxidant solution had the following composition:
• aqueous emulsions formed by the mill were considerably less stable than those prepared from the first solution, breaking after about one-half the storage time.
• a stable aqueous emulsion consisting of a continuous aqueous phase having dispersed therein an oil phase consisting of a water-immiscible ester selected from the group consisting of diisobutyl adipate and ethyl hexyl diphenyl phosphate, from about 60% to 100% by weight, based on the ester, of 2,6-di-tert-butyl-4-methylphenol, and from about to 100% by weight, based on the phenol, of a fatty acid ester of polyoxyethylene sorbitan, said fatty acid having from 12 to 18 carbon atoms.
• a stable aqueous emulsion consisting of a continuous aqueous phase having dispersed therein an oil phase consisting of diisobutyl adipate, from about 60% to 100% 6 by weight, based on the adipate, of 2,6-di-tert-butyl-4- methylphenol, and from about 10% to 100% by weight, based on the phenol, of a fatty acid ester of polyoxyethylene sorbitan, said fatty acid having from 12 to 18 carbon atoms.
• a stable aqueous emulsion consisting of a continuous aqueous phase having therein an oil phase consisting of ethyl hexyl diphenyl phosphate, from about to by Weight, based on the phosphate, of 2,6-di-tert-buty1- 4-methylphenol, and from about 10% to 100% by weight, based on the phenol, of a fatty acid ester of polyoxyethylene sorbitan, said fatty acid having from 12 to 18 carbon atoms.
• a stable aqueous emulsion consisting of a continuous aqueous phase having therein an oil phase consisting of 50% by weight of diisobutyl adipate, 40% by weight of 3,5-di-tert-butyl-4-rnethylphenol, and 10% by weight of polyoxyethylene sorbitan monooleate.

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• Chemical & Material Sciences (AREA)
• Engineering & Computer Science (AREA)
• Organic Chemistry (AREA)
• Life Sciences & Earth Sciences (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Wood Science & Technology (AREA)
• Health & Medical Sciences (AREA)
• Emergency Medicine (AREA)
• Pest Control & Pesticides (AREA)
• Materials Engineering (AREA)
• Paper (AREA)
• Compositions Of Macromolecular Compounds (AREA)

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  • NL NL130711D patent/NL130711C/xx active
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• 1960
  • 1960-03-30 US US18481A patent/US3052562A/en not_active Expired - Lifetime
• 1961
  • 1961-03-28 GB GB11312/61A patent/GB904620A/en not_active Expired
  • 1961-03-28 FR FR857039A patent/FR1295399A/fr not_active Expired
  • 1961-03-28 DE DES73202A patent/DE1167174B/de active Pending

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