EP2776614A1 - Method for producing milk protein fibres - Google Patents
Method for producing milk protein fibresInfo
- Publication number
- EP2776614A1 EP2776614A1 EP12799086.9A EP12799086A EP2776614A1 EP 2776614 A1 EP2776614 A1 EP 2776614A1 EP 12799086 A EP12799086 A EP 12799086A EP 2776614 A1 EP2776614 A1 EP 2776614A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- milk
- fibers
- protein
- mpn
- mpm
- 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.)
- Withdrawn
Links
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
- D01D5/00—Formation of filaments, threads, or the like
- D01D5/0007—Electro-spinning
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
- D01D1/00—Treatment of filament-forming or like material
- D01D1/06—Feeding liquid to the spinning head
- D01D1/065—Addition and mixing of substances to the spinning solution or to the melt; Homogenising
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
- D01D1/00—Treatment of filament-forming or like material
- D01D1/02—Preparation of spinning solutions
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F4/00—Monocomponent artificial filaments or the like of proteins; Manufacture thereof
- D01F4/04—Monocomponent artificial filaments or the like of proteins; Manufacture thereof from casein
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F4/00—Monocomponent artificial filaments or the like of proteins; Manufacture thereof
- D01F4/06—Monocomponent artificial filaments or the like of proteins; Manufacture thereof from globulins, e.g. groundnut protein
-
- D—TEXTILES; PAPER
- D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B2211/00—Protein-based fibres, e.g. animal fibres
- D10B2211/20—Protein-derived artificial fibres
- D10B2211/24—Casein
Definitions
- MPN fibers polymer nano-fibers
- MPM fibers milk protein micro and superficrofibers
- Electrospinning processes for producing protein fibers are described, for example, in patents EP 09156540.8 and EP 08162122.9. Centrifuge spinning processes suitable for the production of nanofibers are disclosed, for example, in EP 624 665 A, EP0813622 and EP 1 088 918 A. In these centrifugal spinning processes, the polymer-containing solution or dispersion is placed in a rotating container and discharged by centrifugal forces from the container in the form of fibers.
- German Patent 09170024.5 (BASF) describes a process for the production of coated protein fibers by means of a centrifugal spinning technique, wherein it is essential to the invention that the fibers are contacted during or after their preparation with a 2-cyanoacrylic acid ester.
- 2-cyanoacrylic acid ester These are thin-bodied or deliberately thickened esters of cyanoacrylic acid, which come in 1 K form as monomers in the trade and react by polymerization reaction in the joint gap to the actual adhesive polymer.
- nanofibers are to allow the penetration of the skin and the absorption of drugs and thus toxicological substances are absorbed by the skin.
- various measures are described in the literature.
- One possible method is to influence the properties of the polymers by crosslinking reactions.
- the invention is based on the object of avoiding the abovementioned disadvantages and of imparting a necessary water or moisture resistance to polymer fiber materials, preferably from renewable raw materials (especially protein-based) and preferably without the addition of acrylates and fossil raw materials.
- the invention is intended in particular to reduce the processing time and the use of chemicals, wherein the MPN and MPM fibers are preferably and largely to be produced from renewable or biodegradable raw materials. At the same time, water and energy consumption are to be reduced and productivity increased.
- the present invention is directed to MPN and MPM fibers made by a continuous or discontinuous process from a composition comprising destructured milk proteins, biodegradable thermoplastic polymers and plasticizers.
- At least one protein obtained from milk or a protein produced by bacteria is optionally plasticized together with a plasticizer at temperatures between room temperature and 140 ° C under mechanical stress.
- the invention is based on the finding that the milk proteins and in particular casein and its derivatives are plasticized and processed in this way. It is preferably provided that the plasticizing takes place at temperatures preferably up to 140 ° C.
- the protein is intensively mixed or kneaded together with a plasticizer and subjected to mechanical stress.
- the required plasticizing temperature is significantly reduced by the plasticizer.
- the milk protein is preferably casein or lactalbumin or soy protein.
- the milk-derived protein can be produced in situ by precipitation from milk.
- the milk in mixture with rennet, other suitable enzymes or acid introduced directly as a flocculated mixture in the process or the pressed flocculated protein can be used wet.
- a separately previously obtained, optionally treated pure or mixed protein, ie a Protein fraction can be used from milk, eg dried as a powder.
- the protein fraction can also be produced by ultrafiltration or by cell cultures.
- the milk proteins for example, with additional salts such as sodium, and potassium can be modified in further processing steps, so that a casein arises.
- the milk protein used according to the invention can be mixed with other proteins in a proportion of preferably up to 70% by weight, based on the milk protein.
- other albumins such as ovalbumin and vegetable proteins, in particular lupine protein, soybean or wheat proteins, in particular gluten come into question.
- the mixture of solvent and protein is heated, usually under pressure conditions and shear, to accelerate the crosslinking process.
- Chemical or enzymatic agents can also be used to destructivate and crosslink the milk proteins, oxidize or derivatize, etherify, saponify, and esterify.
- milk proteins are destructured by dissolving the milk proteins in water. The milk proteins are completely destructed if there are no clumps affecting the fiber spinning process.
- a plasticizer can be used in the present invention to make the milk proteins more destructive and to allow the milk proteins to flow, ie to produce thermoplastic milk proteins.
- the same plasticizer or other plasticizer can be used to increase melt processability, or two separate plasticizers are used.
- the plasticizers can also improve the flexibility of the final products, believed to be due to the lowering of the glass transition temperature of the composition by the plasticizer.
- the plasticizers are substantially compatible with the polymeric components of the present invention so that the plasticizers can effectively modify the properties of the composition.
- the term "substantially compatible" means that the plasticizer, when heated to a temperature above the softening and / or melting temperature of the composition, is capable of forming a substantially homogeneous mixture with milk proteins.
- the plasticizer is preferably water used in a proportion of between 20 and 80% based on the weight of the protein, preferably in a proportion of about 40 to 50% by weight of the protein content.
- plasticizers in particular alcohols, polyalcohols, carbohydrates in aqueous solution and in particular aqueous polysaccharide solutions can be used.
- plasticizers and associated proportions by weight are preferred: hydrogen bridge-forming organic compounds having no hydroxyl group, e.g. Urea and derivatives, animal proteins, e.g. Gelantine, - vegetable proteins such as e.g. Cotton, soybean, and sunflower proteins, esters of generating acids which are biodegradable, e.g. Citric acid, adipic acid, stearic acid, oleic acid, hydrocarbon-based acids, e.g. Ethylene acrylic acid, ethylene maleic acid, butadiene acrylic acid, butadienemalic acid, propylene acrylic acid, propylene maleic acid, sugar, e.g.
- Maltose, lactose, sucrose, fructose, maltodextrin, glycerol, pentaerythritol and sugar alcohols e.g. Malite, mannitol, sorbitol, xylitol, polyols, e.g. Hexanetriol, glycols and the like, also mixtures and polymers, - sugar anhydrides, e.g. Sorbitan, esters, e.g.
- hydroxylic plasticizer Important influencing factors are the affinity for the proteins, the amount of protein and the molecular weight. Glycerine and sugar alcohols are among the most important plasticizers. Parts by weight of plasticizers are e.g. 5% - 55%, but may also be in the range of 2% - 75%. Any of alcohols, polyols, esters and polyesters may be used in proportions by weight, preferably up to 30% in the polymer blend.
- Theological properties are the Theological properties, so that a good processing is possible. Strain-strain solidification is necessary to form a stable polymer structure.
- the melting temperature is usually in a temperature range of 30 ° C to 190 ° C. Additional temperatures should be lowered with diluents and plasticizers.
- biodegradability of polymers ie their decomposition by living things and Their enzymes, is an important property of polymeric MPN and MP fibers.
- Biodegradable thermoplastic polymers suitable for use in the present invention include, for example, lactic acid polymers, lactide polymers, glycolide polymers, including their homo- and copolymers, and mixtures thereof; aliphatic polyesters of dibasic diols / acids; aliphatic polyesteramides, aromatic polyesters, also of modified polyethylene terephthalates and polybutylene terephthalates; polycaprolactones; aliphatic / aromatic copolyesters; Poly (3-hydroxyalkanoates), including those copolymers and / or other -valerates, - hexanoates and alkanoates, polyesters and dialkanoyl polymers, polyamides and copolymers of polyethylene / vinyl alcohol.
- thermoplastic polymer for this invention for example, and preferably, polyvinyl alcohol and copolymers, aliphatic amide and ester copolymers composed of monomers such as e.g. Dialcohols (1, 4-butanediol, 1, 3-propanediol, 1, 6-hexanediol, etc.) or ethylene and diethylene glycol, aliphatic polyester amides, (aliphatic esters are formed with aliphatic amides) or other reactions such.
- Polyester such as e.g. Oligoesters can also be used.
- Polybuylensuccinat / adipate copolymer polyalkylene; Polypentamethylsuccinate; Polyhexamethylsuccinate; Polyheptamethylsuccinate; Polyoctamethylsuccinate; Polyalkylene oxalates such as polyethylene oxalate and polybutylene oxalate polyalkylene succinate copolymers such as polyethylene succinate-adipate copolymer and polyalkylene oxalate copolymers such as polybutylene oxalate / succinate copolymer and polybutylene oxalate adipate copolymer; Polybutylene oxalate / succinate / adipate terpolymers; and mixtures thereof are non-limiting examples of aliphatic polyesters of dibasic acids / diols prepared, for example, from polymerizations of acids and alcohols or ring-opening reactions and suitable for the production of a polymer.
- biodegradable polymers are aliphatic / aromatic copolyesters. These are derived from dicarboxylic acids (and derivatives) such as malonic, succinic, glutaric, adipic, pimelic, azelaic, sebacic, fumaric, 2,2-dimethylglutaric, suberic, 1,3-cyclopentanedicarboxylic , 1,4-Cyclohexanedicarboxylic, 1,3-cyclohexanedicarboxylic, diglycol, itaconic, maleic, 2,5-norbornanedicarboxylic, 1,4-terephthalic, 1,3-terephthalic, 2,6-naphthoic acid -, 1, 5-naphthoic acid, ester-forming derivatives and mixtures thereof and diols, for example ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, propylene glycol, 1, 3-
- Examples of such aliphatic / aromatic copolyesters include blends of poly (tetramethylene glutarate-co-terephthalate), poly (tetramethylene glutarate-co-terephthalate), poly (tetramethylene glutarate-co-terephthalate), poly (tetramethylene glutarate-co-terephthalate), poly (tetramethylene glutarate).
- co-terephthalate-co-diglycolate poly (ethylene glutarate-co-terephthalate), poly (tetramethylene adipate-co-terephthalate), an 85/15 blend of poly (tetramethylene succinate-co-terephthalate), poly (tetramethylene-co-ethylene-glutarate-co terephthalate), poly (tetramethylene-co-ethylene-glutarate-co-terephthalate).
- the processability of the protein mass can be modified by other materials to influence the physical and mechanical properties of the protein mass, but also of the final product.
- Non-limiting examples include thermoplastic polymers, crystallization accelerators or inhibitors, odor masking agents, crosslinking agents, emulsifiers, salts, lubricants, surfactants, cyclodextrins, lubricants, other optical brighteners, antioxidants, processing aids, flame retardants, dyes, pigments, fillers, proteins and their alkali salts, waxes, Adhesive resins, extenders and mixtures thereof. These adjuvants are bound to the protein matrix and influence their properties.
- Salts can be added to the melt.
- Non-limiting examples of salts include sodium chloride, potassium chloride, sodium sulfate, ammonium sulfate, and mixtures thereof.
- Salts can affect the solubility of the protein in water, but also the mechanical properties. Salts can act as a binder between the Serve protein molecules.
- lubricants can affect the stability of the polymer. These can reduce the stickiness of the polymer and reduce the coefficient of friction.
- Polyethylene would be a non-limiting example.
- the physical properties of the polymer composition can be influenced by other proteins, including without limitation, vegetable proteins, such as sunflower protein or animal, such as gelatin.
- vegetable proteins such as sunflower protein or animal, such as gelatin.
- Water-soluble polysaccharides and water-soluble synthetic polymers, such as polyacrylic acids, can also affect the mechanical properties.
- Monoglycerides and diglycerides and phosphatides, as well as other animal and vegetable fats can influence and promote the flow properties of the biopolymer.
- Inorganic fillers are also among the possible additives and can be used as processing agents. Examples of limiting without use are oxides, silicates, carbonates, lime, clay, limestone and kieselguhr, and inorganic salts. Stearate-based salts and rosin can be used to modify the protein mixture.
- Amino acids the components of the proteins and peptides may be added to the polymer composition to enhance particular sheet structures or mechanical properties.
- glutamic acid, histidine, trytophan, etc. are mentioned as examples.
- additives include enzymes, surfactants, acids, serpins, both phenolic plant molecules, which can contribute to crosslinking, to improve the mechanical properties, as well as resistance to water and protease resistance.
- additives may be desirable, depending on the particular end use of the intended product. For example, wet strength is a necessary feature in most products. Therefore, it is necessary to add wet strength resins as a crosslinking agent.
- Other natural polymers can also be added as additives. Possible examples of natural polymers, without limitation, would be albumins, soy protein, zein protein, chitosan and cellulose.-polylactide "and" PLA "which can be used in an amount of 0.1% -80%.
- polyvinyl alcohol and also polyesters, or ethers, such as polyethylene glycol, aldehydes, such as glutaraldehyde and acrylic acids.
- thermoplastics which may be used for copolymerization without limitation, e.g. Polypropylene, polyethylene, polyamides, polyesters and copolymers thereof. Other high molecular weight polymers are also possible.
- Carbohydrates and polysaccharides, as well as amyloses, oligosaccharides and chenodeoxycholic acids can be used as further auxiliaries and additives.
- Salts, carboxylic acids, dicarboxylic acids and carbonates, as well as their anhydrides, salts and esters can also be used as additional crosslinkers.
- Hydroxyde, butyl ester, as well as aliphatic hydrocarbons are other ways to cross-link molecules and form macromolecules.
- additives and auxiliaries such as lipophilic, hydrophobic, hydrophilic, hydroscopic additives, gloss modifiers and crosslinkers may be provided.
- the additives and auxiliaries should overall not exceed a proportion by weight of preferably up to about 30% by weight, based on the protein.
- lipophilic additives vegetable oils, alcohols, fats and can be chosen, which easily hydrophobicize the fiber during the plasticizing.
- waxes and fats can be used, which give the fiber additional strength.
- waxes are preferred carnauba wax, beeswax, candelilla wax and other naturally derived waxes.
- the fiber may be further treated or the bonded fabric may be treated.
- a hydrophilic or hydrophobic Surface treatment can be added to adjust the surface energy and chemical nature of the fabric.
- hydrophobic MPN and MPM fibers can be treated with wetting agents to facilitate the absorption of aqueous liquids.
- a bonded fabric may also be treated with a topical solution containing surfactants, pigments, lubricants, salt, enzymes, or other materials to further adjust the surface properties of the MPN and MPM fibers.
- the MPM and MPN fiber or fabrics are preferably made with a nano-centrifuge spinning line, in addition to the previously known and described manufacturing methods, to increase productivity.
- the spinning mass also referred to as a spinning solution or a spinnable solution
- the dope is prepared by the continuous or batch processes known from the literature and the person skilled in the art, preferably by mixing or extruding a premix with the addition of additives or mixing the dope by adding the raw materials and additives during mixing or extrusion.
- MPN-Fasem can be prepared by known methods z. Example, by an electrospinning or a centrifugal spinning process, forces spinning, melt-blow spinning or a nano-centrifuge spinning process.
- the spinning mass corresponds to a polymer in which the materials are converted by heating in a plastic state and deformed in this way.
- the temperature exceeds the glass transition temperature of the protein, so that it passes from the amorphous to the rubbery plastic state.
- the MPN and MPN fiber After the exit of the MPN and MPN fiber, for example from the spinneret, it can be further processed directly, preferably into a fiber fabric.
- the molded PN and MPM fibers may be further processed into a multiple yarn after being exited from the die, or at least in a later processing step, in particular, spun, shot into a batt, or further processed into a nonwoven web.
- the MPN and MPM fiber can also pass through a bath as a further treatment, although this procedure is not particularly preferred and as a rule is not necessary.
- the fiber may be subjected to a spray treatment after exiting the nozzle.
- smoothing agents, waxes, lipophilic or crosslinking agents can be applied to the surface of the fiber.
- crosslinkers those given above are preferred, that is to say generally different salt solutions, preferably calcium chloride solution, dialdehyde starch solution, or aqueous lactic acid.
- the obtained MPN and MPM fibers and the products made therefrom can be used for all conceivable purposes. They can therefore be processed into all types of textile fabrics, woven fabrics, knitted fabrics, crocheted fabrics, yarns, ropes, nonwovens, felts, etc., and can also be further processed accordingly, eg coated.
- the MPN and MPM fiber and fiber fabrics according to the invention can be used in numerous fields of application and consist wholly or partly of the fiber fabrics, for example themselves as a coating and / or component. They can be used as non-wovens or nonwovens, in particular in the cosmetics, textiles, medical devices, hygiene and cleaning products, cell culture and catalyst carriers as well as bubbles, filter and membrane parts, coalescers, etc. Furthermore, wadding, wound dressings, implants, loose fiber insulation materials, lightweight construction materials and leather-skin-like fiber fabrics are made from the MPN and MPM fibers according to the invention available.
- the multi-constituent fibers of the present invention can be in many different configurations.
- Ingredient as used herein by definition means the chemical species or material.
- Fibers may have a monocomponent or multicomponent configuration.
- Component as used herein is defined as a separate part of the fiber that is in spatial relationship with another part of the fiber.
- the advantages achieved by the invention include the fact that in the production of MPN and MPM fibers according to the invention the reduction of harmful substances and polluting substances during the process and on the fiber itself is made possible.
- the fiber is biodegradable.
- MPN and MPM fibers are attributed to firming structural changes (textural structure) during the plasticization.
- Nanoscale MPN fibers preferably 80-500 nanometers in diameter, including filaments, fibrous webs, or bicomponents, are preferably made with a nano-centrifuge spinning line to provide maximum productivity. All manufacturing processes described for the skilled person and from the literature for described nanofibers and microfibers, especially the MPM fibers finer than 1 dtex and microsuper fiber finer than 0.3 dtex are possible without exception.
- Essential to the invention is the preparation of a homogeneously plasticized polymer, preferably a biogenic biopolymer, which is preferably biodegradable. Unfortunately, no fibers have been developed on this basis to date that are water-resistant and sufficiently protease-acid and alkali-resistant.
- MPN and MPM fibers which are preferably made from renewable raw materials, with a proportion of milk proteins and having properties such as water resistance, high protease resistance, sufficient mechanical properties, such as tensile strength, tensile strength, elastic, antiallergic, antibacterial and biodegradable , as well as the possibility exists to change the properties of the protein fiber by changing the raw material additions according to the requirements of the purpose of use.
- Example 1 Production of a Milk Protein Spinning Mass, the extrusion takes place with a twin-screw extruder type 30 E from the company. Collin with a diameter of 30 mm.
- the MPN fiber is produced by nanocentrifuge spinning technology from the apparatus manufacturer Fa. Dienes.
- Heating takes place via 4 cylinder heating zones with the following temperature sequence 65
- the casein powder is added via a vibrating trough.
- a hose pump is used to add water.
- the additives are added.
- the fiber strength is defined by the nozzle thickness.
- the fiber may have a thickness of 80 nm.
- the extrusion process and the MPM and MPN centrifugal spinning process are additionally illustrated by FIG.
- a metering device 1 the raw materials are metered into the extruder 2 and mixed the polymer composition.
- the extruded material is then fed to a spinning pump 3 and a nano spin centrifuge 4, where it then undergoes the aftertreatment.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Mechanical Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nonwoven Fabrics (AREA)
- Artificial Filaments (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102011118432 | 2011-11-12 | ||
PCT/EP2012/072422 WO2013068596A1 (en) | 2011-11-12 | 2012-11-12 | Method for producing milk protein fibres |
Publications (1)
Publication Number | Publication Date |
---|---|
EP2776614A1 true EP2776614A1 (en) | 2014-09-17 |
Family
ID=47351571
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP12799086.9A Withdrawn EP2776614A1 (en) | 2011-11-12 | 2012-11-12 | Method for producing milk protein fibres |
Country Status (3)
Country | Link |
---|---|
US (1) | US20150005472A1 (en) |
EP (1) | EP2776614A1 (en) |
WO (1) | WO2013068596A1 (en) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102010054661A1 (en) * | 2010-12-15 | 2012-06-28 | Anke Domaske | Process for the preparation of milk protein fibers and milk protein fiber products derived therefrom |
DE102013223139B4 (en) * | 2013-11-13 | 2017-08-24 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Polymer blend based on proteins with polyamides and / or polyurethanes and protein hydrolyzate; its preparation and use as well as moldings of this polymer blend and their use |
CN106498510A (en) * | 2015-09-07 | 2017-03-15 | 福建省贝思达环保投资有限公司 | Many jet flow static electricity spinning jet printing appts |
CN111683539A (en) * | 2018-02-14 | 2020-09-18 | 雀巢产品有限公司 | Edible fiber |
CN109758611B (en) * | 2018-12-28 | 2022-04-26 | 佛山科学技术学院 | Method for preparing active biological tissue engineering scaffold by solvent spraying |
WO2023212122A1 (en) * | 2022-04-27 | 2023-11-02 | Ohayo Valley Inc. | Processes and compositions for preparation of whole-cut meat analogues |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3215725A (en) | 1961-11-02 | 1965-11-02 | Gen Aniline & Film Corp | Bis-alpha-cyano-beta, beta-diphenylacrylic acid derivatives |
GB1572395A (en) * | 1976-03-26 | 1980-07-30 | Unilever Ltd | Protein fibres |
JPS5581548A (en) * | 1978-12-13 | 1980-06-19 | Kuraray Co Ltd | Bundle of fine fiber and their preparation |
DE4122475A1 (en) | 1991-07-06 | 1993-01-07 | Basf Ag | AMINOMETHYLENCYANESSIGESTER |
DE4315609A1 (en) | 1993-05-11 | 1994-11-17 | Basf Ag | Process and device for producing fibers by a centrifugal spinning process |
EP0790980A1 (en) | 1994-11-10 | 1997-08-27 | Basf Aktiengesellschaft | 2-cyanoacrylic acid esters |
ES2139340T3 (en) | 1995-03-03 | 2000-02-01 | Akzo Nobel Nv | CENTRIFUGAL SPINNING PROCEDURE FOR THREADABLE SOLUTIONS. |
DE19704737A1 (en) * | 1997-02-07 | 1998-08-13 | Kalle Nalo Gmbh | Edible moldings, especially flat and tubular films |
FR2794615B1 (en) * | 1999-06-11 | 2001-08-10 | Bongrain Sa | FOOD PRODUCT HAVING FIBROUS TEXTURE OBTAINED FROM WHEY PROTEINS |
EP1088918A1 (en) | 1999-09-29 | 2001-04-04 | Basf Corporation | Thermoset/thermoplastic fibers and process for producing the same |
DE102007044648B4 (en) * | 2007-09-18 | 2020-11-26 | Carl Freudenberg Kg | Bioresorbable gelatin non-woven fabric |
DE102010054661A1 (en) * | 2010-12-15 | 2012-06-28 | Anke Domaske | Process for the preparation of milk protein fibers and milk protein fiber products derived therefrom |
-
2012
- 2012-11-12 WO PCT/EP2012/072422 patent/WO2013068596A1/en active Application Filing
- 2012-11-12 EP EP12799086.9A patent/EP2776614A1/en not_active Withdrawn
- 2012-11-12 US US14/357,256 patent/US20150005472A1/en not_active Abandoned
Non-Patent Citations (2)
Title |
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None * |
See also references of WO2013068596A1 * |
Also Published As
Publication number | Publication date |
---|---|
US20150005472A1 (en) | 2015-01-01 |
WO2013068596A4 (en) | 2013-07-11 |
WO2013068596A1 (en) | 2013-05-16 |
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