WO2022157653A1 - Coated textile-based substrate - Google Patents
Coated textile-based substrate Download PDFInfo
- Publication number
- WO2022157653A1 WO2022157653A1 PCT/IB2022/050459 IB2022050459W WO2022157653A1 WO 2022157653 A1 WO2022157653 A1 WO 2022157653A1 IB 2022050459 W IB2022050459 W IB 2022050459W WO 2022157653 A1 WO2022157653 A1 WO 2022157653A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- based substrate
- textile
- coating layer
- fatty acid
- hydrophobizing agent
- Prior art date
Links
- 239000000758 substrate Substances 0.000 title claims abstract description 115
- 239000004753 textile Substances 0.000 title claims abstract description 104
- 239000004627 regenerated cellulose Substances 0.000 claims abstract description 78
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 40
- 239000011247 coating layer Substances 0.000 claims abstract description 40
- 238000000034 method Methods 0.000 claims abstract description 35
- 238000004519 manufacturing process Methods 0.000 claims abstract description 6
- 229920002678 cellulose Polymers 0.000 claims description 49
- 239000001913 cellulose Substances 0.000 claims description 49
- 238000000576 coating method Methods 0.000 claims description 47
- 239000011248 coating agent Substances 0.000 claims description 46
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 43
- 239000000194 fatty acid Substances 0.000 claims description 43
- 229930195729 fatty acid Natural products 0.000 claims description 43
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 38
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 33
- 239000000243 solution Substances 0.000 claims description 33
- -1 fatty acid halides Chemical class 0.000 claims description 28
- 239000002904 solvent Substances 0.000 claims description 25
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 claims description 18
- 150000004665 fatty acids Chemical class 0.000 claims description 16
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 15
- 229920000875 Dissolving pulp Polymers 0.000 claims description 11
- 239000000835 fiber Substances 0.000 claims description 10
- 230000002209 hydrophobic effect Effects 0.000 claims description 9
- 230000015271 coagulation Effects 0.000 claims description 8
- 238000005345 coagulation Methods 0.000 claims description 8
- 239000004202 carbamide Substances 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 6
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 239000002608 ionic liquid Substances 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 239000002759 woven fabric Substances 0.000 claims description 2
- LFTLOKWAGJYHHR-UHFFFAOYSA-N N-methylmorpholine N-oxide Chemical compound CN1(=O)CCOCC1 LFTLOKWAGJYHHR-UHFFFAOYSA-N 0.000 claims 1
- 239000004745 nonwoven fabric Substances 0.000 claims 1
- 239000004744 fabric Substances 0.000 description 40
- 239000007788 liquid Substances 0.000 description 13
- 238000005406 washing Methods 0.000 description 11
- 229920000742 Cotton Polymers 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- ARBOVOVUTSQWSS-UHFFFAOYSA-N hexadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCC(Cl)=O ARBOVOVUTSQWSS-UHFFFAOYSA-N 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 230000008569 process Effects 0.000 description 8
- 230000002940 repellent Effects 0.000 description 8
- 239000005871 repellent Substances 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 230000008929 regeneration Effects 0.000 description 6
- 238000011069 regeneration method Methods 0.000 description 6
- 229920003043 Cellulose fiber Polymers 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 238000010998 test method Methods 0.000 description 5
- 238000004140 cleaning Methods 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- WTBAHSZERDXKKZ-UHFFFAOYSA-N octadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCCCC(Cl)=O WTBAHSZERDXKKZ-UHFFFAOYSA-N 0.000 description 4
- 230000035515 penetration Effects 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- 238000009877 rendering Methods 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 238000009736 wetting Methods 0.000 description 4
- 229920000297 Rayon Polymers 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000035699 permeability Effects 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000002964 rayon Substances 0.000 description 3
- 238000001878 scanning electron micrograph Methods 0.000 description 3
- UNSAJINGUOTTRA-UHFFFAOYSA-N 3-(3-bromophenyl)prop-2-yn-1-ol Chemical compound OCC#CC1=CC=CC(Br)=C1 UNSAJINGUOTTRA-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229920002488 Hemicellulose Polymers 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229920000433 Lyocell Polymers 0.000 description 2
- 229920001131 Pulp (paper) Polymers 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003929 acidic solution Substances 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- ATSGLBOJGVTHHC-UHFFFAOYSA-N bis(ethane-1,2-diamine)copper(2+) Chemical compound [Cu+2].NCCN.NCCN ATSGLBOJGVTHHC-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000001246 colloidal dispersion Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 238000007766 curtain coating Methods 0.000 description 2
- 238000003618 dip coating Methods 0.000 description 2
- NQGIJDNPUZEBRU-UHFFFAOYSA-N dodecanoyl chloride Chemical compound CCCCCCCCCCCC(Cl)=O NQGIJDNPUZEBRU-UHFFFAOYSA-N 0.000 description 2
- 235000021588 free fatty acids Nutrition 0.000 description 2
- 238000010409 ironing Methods 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- REEZZSHJLXOIHL-UHFFFAOYSA-N octanoyl chloride Chemical compound CCCCCCCC(Cl)=O REEZZSHJLXOIHL-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000003746 surface roughness Effects 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 240000008564 Boehmeria nivea Species 0.000 description 1
- 241000255789 Bombyx mori Species 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- 240000000491 Corchorus aestuans Species 0.000 description 1
- 235000011777 Corchorus aestuans Nutrition 0.000 description 1
- 235000010862 Corchorus capsularis Nutrition 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 241000219146 Gossypium Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001212 derivatisation Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 239000003517 fume Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000011121 hardwood Substances 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/01—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
- D06M15/03—Polysaccharides or derivatives thereof
- D06M15/05—Cellulose or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/38—Acyl halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/38—Acyl halides
- C07C53/42—Acyl halides of acids containing three or more carbon atoms
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/11—Compounds containing epoxy groups or precursors thereof
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/203—Unsaturated carboxylic acids; Anhydrides, halides or salts thereof
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/207—Substituted carboxylic acids, e.g. by hydroxy or keto groups; Anhydrides, halides or salts thereof
- D06M13/21—Halogenated carboxylic acids; Anhydrides, halides or salts thereof
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
- D06M13/2246—Esters of unsaturated carboxylic acids
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21F—PAPER-MAKING MACHINES; METHODS OF PRODUCING PAPER THEREON
- D21F11/00—Processes for making continuous lengths of paper, or of cardboard, or of wet web for fibre board production, on paper-making machines
-
- 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
- D21H13/00—Pulp or paper, comprising synthetic cellulose or non-cellulose fibres or web-forming material
- D21H13/02—Synthetic cellulose fibres
- D21H13/08—Synthetic cellulose fibres from regenerated cellulose
-
- 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
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/03—Non-macromolecular organic compounds
- D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
- D21H17/14—Carboxylic acids; Derivatives thereof
-
- 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
- D21H19/00—Coated paper; Coating material
- D21H19/10—Coatings without pigments
- D21H19/14—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12
- D21H19/34—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising cellulose or derivatives thereof
-
- 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
- D21H21/16—Sizing or water-repelling agents
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/10—Repellency against liquids
- D06M2200/12—Hydrophobic properties
Definitions
- the present disclosure relates to coating of textile-based substrates to improve the liquid repellency of the substrate.
- Repellency to liquids is an important property in many textile applications.
- the repellency of a textile fabric depends upon the resistance to wetting and penetration by a liquid.
- Water and oil are the most important liquids for normal textile fabric end-uses.
- a common practice for improving the liquid repellency is to apply a polymeric or resinous coating to textile fabrics.
- Various chemical compounds such as vinyl, acrylic, and urethane polymers, as well as fluorocarbon and silicone chemicals, have been employed for this purpose.
- Coating of textiles with polymeric or resinous coatings can combine the mechanical properties of the textile with the barrier properties of a plastic film.
- polymeric materials when polymeric materials are applied to textile fabrics in amounts sufficient to provide the degree of water resistance required, they tend to make the fabrics stiff and boardy and provide an undesirable slick, waxy feel, or they exhibit poor durability and are easily washed out of the fabrics during cleaning.
- the inventors have found that coating of the textile-based substrate with a regenerated cellulose (RC) and hydrophobizing the RC coated textile-based substrate with a hydrophobizing agent provides a hydrophobic coated textilebased substrate with good wash fastness, i.e. the coating is not easily washed out of the textile-based substrate during cleaning.
- RC regenerated cellulose
- inventive coated substrate compared to an uncoated substrate include improved water repellency, improved oil repellency, improved wind resistance, adjustable stiffness, reduced surface roughness, and substrate less prone to linting.
- a coated textilebased substrate comprising a textile-based substrate, and a coating layer disposed on said textile-based substrate, wherein said coating layer comprises regenerated cellulose and wherein said coating layer has been hydrophobized with a hydrophobizing agent.
- textile-based substrate also referred to herein as “the substrate” as used herein refers generally to substrates formed of textile fibers.
- the textilebased substrate may for example be a woven or nonwoven textile fabric, or a yam.
- the textile-based substrate is a woven or nonwoven textile fabric.
- the textile fibers of the textile-based substrate can be obtained from natural sources, by semisynthetic methods from natural sources, or by synthetic methods from synthetic sources.
- textile fibers from natural sources include, but are not limited to, animal hair or fur, insect cocoons as with silk worm cocoons.
- textile fibers obtained from natural sources by semisynthetic methods include, but are not limited to, cotton and Rayon.
- textile fibers from synthetic sources include, but are not limited to, acrylic, polyester and nylon.
- the textile-based substrate is formed of biobased fibers.
- the textile-based substrate is cellulose based, i.e. based on natural cellulose fibers of or fibers derived from cellulose.
- natural cellulose fibers include cotton, flax, hemp, jute, and ramie.
- man-made fibers derived from cellulose include Rayon and Lyocell produced by regeneration of dissolved forms of cellulose.
- the combination of a textile-based substrate based on cellulose fibers with an RC coating is expected to be especially advantageous due to interactions formed between the RC and cellulose in the textile-based substrate during the regeneration process.
- the inventive coating can be applied to increase liquid repellency in any textilebased substrate, but is envisaged to be of particular interest for textile fabric having a basis weight in the range of 50-500 g/m 2
- the present invention is based on the surprising finding that a textile-based substrate can be provided with a coating of regenerated cellulose (RC) and subsequently hydrophobized with a hydrophobizing agent to provide a hydrophobic coating with good wash fastness, i.e. the coating is not easily washed out of the textile-based substrate during cleaning.
- RC regenerated cellulose
- Regenerated cellulose is a colorless, transparent and non-toxic pure cellulose product. It is produced from wood pulp, which is dissolved with a specific solvent or solvent system to obtain a cellulose solution. The solution can subsequently be used for forming regenerated cellulose fibers or films. Examples of regenerated cellulose fibers include Rayon and Lyocell. An example of a regenerated cellulose film is Cellophane. The regenerated cellulose may be obtained from any suitable cellulose source. In some embodiments, the regenerated cellulose is obtained from dissolving pulp, also referred to as dissolving cellulose. Dissolving pulp is bleached wood pulp or cotton linters that has a high cellulose content (> 90%).
- Dissolving pulp is manufactured for uses that require a high chemical purity, and particularly low hemicellulose content, since the chemically similar hemicellulose can interfere with subsequent processes. Dissolving pulp is so named because it is not made into paper, but dissolved either in a solvent or by derivatization into a homogeneous solution, which makes it completely chemically accessible and removes any remaining fibrous structure. Once dissolved, the dissolving pulp can be spun into textile fibers or formed into films.
- Coating of the textile-based substrate with a coating comprising regenerated cellulose can be achieved by at least partially dissolving cellulose in a solvent or solvent system capable of dissolving the cellulose, applying the formed cellulose solution onto the textile-based substrate, and regenerating the dissolved cellulose to obtain a coating comprising the regenerated cellulose on the substrate surface.
- solvents and derivatizing solvent systems useful for dissolving cellulose include, but are not limited to, an NaOH solution, /V-methylmorpholine A/- oxide (NMMO), ionic liquids, urea/NaOH solution, thiourea/urea/NaOH solution, and NaOH/carbon disulfide (CS2).
- NMMO /V-methylmorpholine A/- oxide
- ionic liquids urea/NaOH solution
- thiourea/urea/NaOH solution thiourea/urea/NaOH solution
- NaOH/carbon disulfide NaOH/carbon disulfide
- the concentration of cellulose in the cellulose solution may be selected depending on the intended coating technique and desired coating layer thickness.
- the concentration of cellulose in the cellulose solution may be in the range of 0.01-20 wt%, preferably in the range of 0.1-10 wt%.
- cellulose solution onto the textile-based substrate may be done by various coating techniques known in the art. Examples include, but are not limited to, dip coating, curtain coating, roll coating, blade coating and spray coating.
- the coating may be provided on one or more surfaces of the textile-based substrate.
- the coating can be achieved by applying the cellulose solution to one or both sides of the textile-based substrate.
- the coating can also be achieved by impregnating the textile-based substrate with the cellulose solution.
- Regeneration of the dissolved cellulose can be achieved by subjecting the cellulose solution to a treatment with a coagulation medium.
- the coagulation medium is selected depending on the solvent or solvent system used. Suitable combinations of solvents and coagulation media are known in the art.
- the regeneration of the dissolved cellulose is achieved by treating the cellulose solution with an acidic solution, preferably a sulfuric acid solution.
- the regenerated cellulose may be subjected to one or more washing steps to remove solvent residues and other contaminants.
- the regenerated cellulose may be subjected to treatment with a plasticizer.
- the plasticizer may for example be glycerol.
- the RC coated textile-based substrate is dried.
- dry as used herein means that the coated textile-based substrate has a dry content above 80 %, preferably above 90 %, and more preferably above 95 % by weight.
- the coating of the textile-based substrate with regenerated cellulose reduces the pore size and the permeability of the substrate. Accordingly, the coated substrate will typically have a lower air permeability then the uncoated textile-based substrate.
- the RC coated textile-based substrate has good wash fastness, i.e. the coating is not easily washed out of the textile-based substrate during cleaning.
- the coating layer may be comprised entirely of the regenerated cellulose, or it can comprise a mixture of the regenerated cellulose and other ingredients or additives.
- the coating layer preferably includes regenerated cellulose as its main component based on the total dry weight of the coating layer.
- the coating layer comprises at least 50 wt%, preferably at least 70 wt%, and more preferably at least 90 wt% of regenerated cellulose, based on the total dry weight of the coating layer.
- the coating layer comprises at least 95 wt%, preferably at least 98 wt% of regenerated cellulose, based on the total dry weight of the coating layer.
- the dry basis weight of the coating layer is in the range of 0.1-30 gsm, preferably in the range of 1-25 gsm, more preferably in the range of 2- 15 gsm.
- the basis weight of the coating layer may be selected e.g. depending on the desired flexibility and permeability and feel of the coated textile-based substrate. For example, a lower basis weight of the coating layer may provide a more breathable coated textile-based substrate than a higher basis weight of the coating layer.
- the RC coated textile-based substrate can be hydrophobized with a hydrophobizing agent to provide a hydrophobic coating with good wash fastness.
- hydrophobic, hydrophobized and hydrophobizing as used herein generally refer to surfaces that exhibit an apparent water contact angle that is greater than 90°, or to methods for modifying a surface to impart an apparent water contact angle that is greater than 90°.
- the hydrophobizing agent should preferably be selected so as to provide good adhesion to the RC coated textile-based substrate and good wash fastness.
- the hydrophobizing agent can be applied to RC coated surfaces only, or to both RC coated and uncoated surfaces of the textile-based substrate.
- the hydrophobizing agent is preferably covalently bound to the regenerated cellulose.
- a covalently bound hydrophobizing agent is preferred since it will generally have higher wash fastness than a non-covalently bound hydrophobizing agent.
- the hydrophobizing agent is a hydrophobizing agent capable of being covalently grafted to the regenerated cellulose.
- the hydrophobizing agent has i) a hydrophobic portion and ii) a reactive portion capable of forming a covalent bond to the regenerated cellulose.
- the hydrophobizing agent is selected from the group consisting of fatty acid halides, fatty acid anhydrides, epoxidized fatty acids, epoxidized fatty acid (methyl) esters, and combinations thereof.
- the hydrophobizing agent is a fatty acid halide, preferably a fatty acid halide having an aliphatic chain length of 8-22 carbon atoms.
- fatty acid halides include octanoyl chloride (C8), lauroyl chloride (C12), myristoyl chloride (C14), palmitoyl chloride (C16), and stearoyl chloride (C18), and/or a mixture thereof.
- the fatty acid halide grafted on the RC coated substrate is palmitoyl chloride or stearoyl chloride.
- the coated substrate surface has a high content of cellulose molecules.
- Grafting with fatty acid halide has been identified as an interesting alternative for rendering cellulose based substrates hydrophobic.
- the high reactivity of the fatty acid halides results in that the reagent will be covalently bound to the substrate to a high extent, reducing issues related to leaching and migration.
- Grafting of the fatty acid halide to the RC coated substrate having available hydroxyl groups can be achieved by applying a fatty acid halide to the surface of the coating, followed by penetration of the reagent upon heating, which also promotes the formation of covalent bonds between the fatty acid halide and the hydroxyl groups of the regenerated cellulose.
- the fatty acid halide grafting is preferably performed on the RC coated and dried textile-based substrate.
- the grafting typically involves contacting the RC coated substrate with a fatty acid halide in a liquid, spray and/or vapor state. The reaction between the fatty acid halide, e.g.
- fatty acid chloride and the hydroxyl groups of the regenerated cellulose results in ester bonds between the reagent and the cellulose. Ungrafted and thereby unbound fatty acids may also be present to a certain extent.
- hydrohalic acid e.g. hydrochloric acid
- the grafting may preferably be followed by removal of the formed hydrohalic acid, and optionally by removal of the ungrafted residues.
- a grafting process which could be used in production of the coated textile-based substrate of the present disclosure is described in detail in the international patent application WO2012066015A1.
- a grafting process which could be used in production of the coated textile-based substrate in the present disclosure, is described in detail in the international patent application W02017002005A1.
- the grafting process may also be repeated, in order to increase the amount of grafted and free fatty acids in the coating.
- the coated textile-based substrate is preferably dry when the fatty acid halide grafting is performed.
- dry as used herein means that the coated textilebased substrate has a dry content above 80 %, preferably above 90 %, and more preferably above 95 % by weight.
- the fatty acid halide grafting preferably results in a total amount of grafted and free fatty acids in the coated textile-based substrate in the range of 0.05-5 kg/ton of the total dry weight of the coated textile-based substrate.
- inventive coated substrate compared to an uncoated substrate include improved water repellency, improved oil repellency, improved wind resistance, adjustable stiffness, reduced surface roughness, and substrate less prone to linting.
- the coated textile-based substrate is preferably water repellent.
- water repellent generally means that the coated textile-based substrate has a higher resistance to water absorption than the same textile-based substrate without the coating.
- Water repellency of textile-based substrates may for example be tested using the spray test method (AATCC test method 22-2001 or ISO 4920:2012).
- the spray test method measures the resistance of fabrics to wetting by water. It is applicable to any textile fabric, but is especially suitable for measuring the water repellent efficacy of finishes applied to fabrics, particularly on plain woven fabrics.
- the test method is not intended for use in predicting the probable rain penetration resistance of fabrics, since it does not measure the penetration of water through the fabric.
- water sprayed against the taut surface of a test specimen under controlled conditions produce a wetted pattern whose size depends on the relative repellency of the fabric.
- the wetted pattern on the fabric is compared with a standard chart of fabric water repellency ratings of 0, 50, 70, 80, 90 and 100.
- a rating of zero (0) is assigned to fabrics whose surfaces are completely wetted by water, whereas a rating of 100 corresponds to fabrics with no wetting of water on their surfaces.
- a surface of said coating layer treated with the hydrophobizing agent has a water contact angle above 90°, preferably above 100°.
- a method for manufacturing a coated textile-based substrate comprising: a) providing a textile-based substrate, b) coating the textile-based substrate with a coating layer comprising a regenerated cellulose, and c) hydrophobizing the coating layer with a hydrophobizing agent.
- the coating layer is formed by applying cellulose dissolved in a solvent onto the textile-based substrate and treating the dissolved cellulose with a coagulation medium to obtain the coating layer comprising regenerated cellulose (also referred to herein as “RC coating”).
- the solvent is a non-derivatizing solvent selected form the group consisting of an alkaline aqueous solution, /V-methylmorpholine A/-oxide (NMMO), and an ionic liquid.
- a non-derivatizing solvent selected form the group consisting of an alkaline aqueous solution, /V-methylmorpholine A/-oxide (NMMO), and an ionic liquid.
- the solvent is a derivatizing solvent system selected form the group consisting of urea and NaOH solution, thiourea, urea, and NaOH solution, and NaOH and carbon disulfide (CS2).
- a derivatizing solvent system selected form the group consisting of urea and NaOH solution, thiourea, urea, and NaOH solution, and NaOH and carbon disulfide (CS2).
- the concentration of cellulose in the cellulose solution may be in the range of 0.01-20 wt%, preferably in the range of 0.1-10 wt%.
- cellulose solution onto the textile-based substrate may be done by various coating techniques known in the art. Examples include, but are not limited to, dip coating, curtain coating, roll coating, blade coating and spray coating.
- the RC coating may be provided on one or more surfaces of the textile-based substrate.
- the coating can be achieved by applying the cellulose solution to one or both sides of the textile-based substrate.
- the coating can also be achieved by impregnating the textile-based substrate with the cellulose solution.
- Regeneration of the dissolved cellulose can be achieved by subjecting the cellulose solution to a treatment with a coagulation medium.
- the coagulation medium is selected depending on the solvent or solvent system used. Suitable combinations of solvents and coagulation media are known in the art.
- the regeneration of the dissolved cellulose is achieved by treating the cellulose solution with an acidic solution, preferably a sulfuric acid solution.
- the RC coating may be subjected to one or more washing steps to remove solvent residues and other contaminants.
- the RC coating may further be subjected to treatment with a plasticizer.
- the plasticizer may for example be glycerol.
- the RC coated textile-based substrate is dried.
- dry as used herein means that the coated textile-based substrate has a dry content above 80 %, preferably above 90 %, and more preferably above 95 % by weight.
- the coating step b) preferably further comprises drying the formed textile-based substrate, preferably to a dry content above 80 %, more preferably above 90 %, and more preferably above 95 % by weight.
- the dry basis weight of the coating layer is in the range of 0.1-30 gsm, preferably in the range of 1-25 gsm, more preferably in the range of 2- 15 gsm.
- the hydrophobizing agent should preferably be selected so as to provide good adhesion to the RC coated textile-based substrate and good wash fastness.
- the hydrophobizing agent can be applied to RC coated surfaces only, or to both RC coated and uncoated surfaces of the textile-based substrate
- the hydrophobizing agent is preferably covalently bound to the regenerated cellulose.
- a covalently bound hydrophobizing agent is preferred since it will generally have higher wash fastness than a non-covalently bound hydrophobizing agent.
- the hydrophobizing agent is a hydrophobizing agent capable of being covalently grafted to the regenerated cellulose.
- the hydrophobizing agent has i) a hydrophobic portion and ii) a reactive portion capable of forming a covalent bond to the regenerated cellulose.
- the hydrophobizing agent is selected from the group consisting of fatty acid halides, fatty acid anhydrides, epoxidized fatty acids, epoxidized fatty acid (methyl) esters, and combinations thereof.
- the hydrophobizing agent is a fatty acid halide, preferably a fatty acid halide having an aliphatic chain length of 8-22 carbon atoms.
- fatty acid halides include octanoyl chloride (C8), lauroyl chloride (C12), myristoyl chloride (C14), palmitoyl chloride (C16), and stearoyl chloride (C18), and/or a mixture thereof.
- the fatty acid halide grafted on the RC coated substrate is palmitoyl chloride or stearoyl chloride.
- the hydrophobizing agent may for example involve contacting the RC coating layer with a fatty acid halide in a liquid, spray and/or vapor state.
- the method further comprises the step d) heat treating the hydrophobized coating layer.
- the heat treatment is performed at a temperature of at least 100 °C.
- the heat treatment comprises treatment with steam at a temperature of at least 100 °C.
- the heat treatment may also be combined with a pressure treatment, e.g. calendaring or ironing.
- Figure 1 shows SEM images of uncoated reference samples (Fig. 1a: 65x magnification; Fig. 1 b: 500x magnification) and RC and hydrophobized samples on both sides, sample B (Fig. 1c: 67x magnification; Fig. 1d: 500x magnification).
- Figure 2 shows SEM images of single side coated sample A on the uncoated side (Fig. 2a: 65x magnification; Fig. 2b: 500x magnification) and single side coated sample A on the coated side (Fig. 2c: 65x magnification; Fig. 2d: 500x magnification).
- Figure 3 is a diagram showing water contact angles for treated and untreated samples during 12 seconds.
- Figure 4 shows SEM images of Sample B (RC coated and hydrophobized) after one washing cycle (Fig. 4a: 65x magnification; Fig. 4b: 500x magnification).
- FIG. 5 is photographs showing water repellency of treated fabrics before washing (A-C) and after washing (D-F).
- Example 1 (comparative) - Cotton substrate coated with regenerated cellulose Hardwood dissolving pulp sheets from Stora Enso (alpha cellulose ca 95 wt%) were used for the experiments.
- the intrinsic viscosity of the pulp was determined by measurements in cupriethylenediamine (CED) solution.
- the intrinsic viscosity of the starting material was ca 450 ml/g.
- the viscosity was lowered to ca 215-250 mg/l using hydrolysis before the dope preparation.
- a coating dope was prepared by dissolving the dissolving pulp in an aqueous sodium hydroxide solution.
- the process used for the dope preparation was adopted from the patent WO2017178531 A1 .
- Coating of the dope on the fabric The prepared dope (6% cellulose) was manually applied on one side of ca 0.21 m x 0.297m cotton fabric samples (100% organic cotton, Twill, off-white) with a 200 pm spiral film applicator. Thereafter the coated fabric was soaked in 1 g/mol sulfuric acid bath for 10 min and washed in 3 subsequent DI water baths for 10 min in each. Thereafter it was dipped for 1 min in a 5% glycerol bath. The coated samples were dried at 23°C and 50% RH, while clamped to avoid shrinkage. This same procedure was followed to produce double side coated fabric. The amount of cellulose applied per gram of fabric is shown in Table 1.
- Example 2 (comparative) - Cotton substrate hydrophobized with fatty acid chloride Hydrophobization treatment: Two concentrations of palmitoyl chloride ca 4 % and 0.39 % were prepared in petroleum ether (BP 40-60°C). The hydrophobization treatment was conducted by distributing the solution, using a Pasteur pipette, over the whole fabric (100% organic cotton, Twill, off-white), wetting the substrate with the solution. The treated fabric was then allowed to dry for 5 min in a fume hood before inserting it into a solvent-compatible oven. The treated fabric was heated for 2 minutes in the oven preheated to 160°C. The applied amount of palmitoyl chloride (PC) per meter square of fabric is shown in Table 2. Analyses of the treated fabric’s surface properties were done on the dried fabrics.
- Example 3 Cotton substrate coated with regenerated cellulose and hydrophobized with fatty acid chloride
- the RC coating of the fabric samples was done as described in Example 1.
- the amount of cellulose applied per gram of fabric is shown in Table 1 .
- the coated fabrics were then subjected to hydrophobization treatment, as described in Example 2, and the amounts applied are found in Table 2.
- Table 2 Amount of Palmitoyl Chloride per square meter of fabric & parameters.
- the wash fastness was investigated using a domestic laundry cycle that consisted of 30 min washing at 30°C with color A+ detergent (according to washing instructions). The cycle ended with centrifugation at 800 RPM, after which the fabric was dried at RT. Analyses of the fabric’s surface properties were done on the dried fabrics. A more intense laundry cycle was also applied with 90 min washing and 40 °C on some of the samples. It was observed that the surface structure of the samples was mostly unchanged after washing. Some small water channels could be observed as showed in Figure 4.
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Abstract
The present invention relates to a coated textile-based substrate, comprising a textile-based substrate, and a coating layer disposed on said textile-based substrate, wherein said coating layer comprises regenerated cellulose and wherein said coating layer has been hydrophobized with a hydrophobizing agent. The invention further relates to a method for manufacturing the coated textile-based substrate.
Description
COATED TEXTILE-BASED SUBSTRATE
Technical field
The present disclosure relates to coating of textile-based substrates to improve the liquid repellency of the substrate.
Background
Repellency to liquids is an important property in many textile applications. The repellency of a textile fabric depends upon the resistance to wetting and penetration by a liquid. Water and oil are the most important liquids for normal textile fabric end-uses.
A common practice for improving the liquid repellency is to apply a polymeric or resinous coating to textile fabrics. Various chemical compounds, such as vinyl, acrylic, and urethane polymers, as well as fluorocarbon and silicone chemicals, have been employed for this purpose.
Coating of textiles with polymeric or resinous coatings can combine the mechanical properties of the textile with the barrier properties of a plastic film. Often, when polymeric materials are applied to textile fabrics in amounts sufficient to provide the degree of water resistance required, they tend to make the fabrics stiff and boardy and provide an undesirable slick, waxy feel, or they exhibit poor durability and are easily washed out of the fabrics during cleaning.
Furthermore, in order to reduce the carbon footprint and increase the recyclability of textile products it is of general interest to replace the fossil-based synthetic polymers often used for improving liquid repellency today, with biobased materials. However, it has been found difficult to achieve an acceptable combination of properties, including water resistance or water repellency, durability and feel, using biobased components.
Thus, there remains a need in the industry for improved solutions for rendering textile products water resistant or water repellent, which are based on biobased materials. Such solutions could reduce the need for fossil-based plastics in textile
production, which is beneficial both from a sustainability and recyclability perspective.
Description of the invention
It is an object of the present disclosure to provide a method for rendering textilebased substrates liquid repellent, which alleviates at least some of the above- mentioned problems.
It is a further object of the present disclosure to provide a method for rendering textile-based substrates liquid repellent, which uses mainly biobased materials.
It is a further object of the present disclosure to provide liquid repellent coating for a textile-based substrate, wherein the coating is based mainly on biobased materials.
The above-mentioned objects, as well as other objects as will be realized by the skilled person in the light of the present disclosure, are achieved by the various aspects of the present disclosure.
The inventors have found that coating of the textile-based substrate with a regenerated cellulose (RC) and hydrophobizing the RC coated textile-based substrate with a hydrophobizing agent provides a hydrophobic coated textilebased substrate with good wash fastness, i.e. the coating is not easily washed out of the textile-based substrate during cleaning.
Advantages of the inventive coated substrate compared to an uncoated substrate include improved water repellency, improved oil repellency, improved wind resistance, adjustable stiffness, reduced surface roughness, and substrate less prone to linting.
According to a first aspect illustrated herein, there is provided a coated textilebased substrate, comprising a textile-based substrate, and
a coating layer disposed on said textile-based substrate, wherein said coating layer comprises regenerated cellulose and wherein said coating layer has been hydrophobized with a hydrophobizing agent.
The term textile-based substrate (also referred to herein as “the substrate”) as used herein refers generally to substrates formed of textile fibers. The textilebased substrate may for example be a woven or nonwoven textile fabric, or a yam. In some embodiments the textile-based substrate is a woven or nonwoven textile fabric.
The textile fibers of the textile-based substrate can be obtained from natural sources, by semisynthetic methods from natural sources, or by synthetic methods from synthetic sources. Examples of textile fibers from natural sources include, but are not limited to, animal hair or fur, insect cocoons as with silk worm cocoons. Examples of textile fibers obtained from natural sources by semisynthetic methods include, but are not limited to, cotton and Rayon. Examples of textile fibers from synthetic sources include, but are not limited to, acrylic, polyester and nylon.
In preferred embodiments, the textile-based substrate is formed of biobased fibers. In some embodiments, the textile-based substrate is cellulose based, i.e. based on natural cellulose fibers of or fibers derived from cellulose. Examples of natural cellulose fibers include cotton, flax, hemp, jute, and ramie. Examples of man-made fibers derived from cellulose include Rayon and Lyocell produced by regeneration of dissolved forms of cellulose. The combination of a textile-based substrate based on cellulose fibers with an RC coating is expected to be especially advantageous due to interactions formed between the RC and cellulose in the textile-based substrate during the regeneration process.
The inventive coating can be applied to increase liquid repellency in any textilebased substrate, but is envisaged to be of particular interest for textile fabric having a basis weight in the range of 50-500 g/m2
The present invention is based on the surprising finding that a textile-based substrate can be provided with a coating of regenerated cellulose (RC) and subsequently hydrophobized with a hydrophobizing agent to provide a hydrophobic coating with good wash fastness, i.e. the coating is not easily washed out of the textile-based substrate during cleaning.
Regenerated cellulose is a colorless, transparent and non-toxic pure cellulose product. It is produced from wood pulp, which is dissolved with a specific solvent or solvent system to obtain a cellulose solution. The solution can subsequently be used for forming regenerated cellulose fibers or films. Examples of regenerated cellulose fibers include Rayon and Lyocell. An example of a regenerated cellulose film is Cellophane. The regenerated cellulose may be obtained from any suitable cellulose source. In some embodiments, the regenerated cellulose is obtained from dissolving pulp, also referred to as dissolving cellulose. Dissolving pulp is bleached wood pulp or cotton linters that has a high cellulose content (> 90%). It has special properties including a high level of brightness and uniform molecular- weight distribution. Dissolving pulp is manufactured for uses that require a high chemical purity, and particularly low hemicellulose content, since the chemically similar hemicellulose can interfere with subsequent processes. Dissolving pulp is so named because it is not made into paper, but dissolved either in a solvent or by derivatization into a homogeneous solution, which makes it completely chemically accessible and removes any remaining fibrous structure. Once dissolved, the dissolving pulp can be spun into textile fibers or formed into films.
Coating of the textile-based substrate with a coating comprising regenerated cellulose can be achieved by at least partially dissolving cellulose in a solvent or solvent system capable of dissolving the cellulose, applying the formed cellulose solution onto the textile-based substrate, and regenerating the dissolved cellulose to obtain a coating comprising the regenerated cellulose on the substrate surface.
Examples of solvents and derivatizing solvent systems useful for dissolving cellulose include, but are not limited to, an NaOH solution, /V-methylmorpholine A/- oxide (NMMO), ionic liquids, urea/NaOH solution, thiourea/urea/NaOH solution, and NaOH/carbon disulfide (CS2). In the majority of the cases, cellulose is not
dissolved down to a molecular level but rather forms stable colloidal dispersions where ordered cellulose aggregates of, at least, several hundred chains, are present. The term cellulose solution as used herein is therefore intended to include solutions of fully dissolved cellulose as well as stable colloidal dispersions comprising partially dissolved cellulose.
The concentration of cellulose in the cellulose solution may be selected depending on the intended coating technique and desired coating layer thickness. The concentration of cellulose in the cellulose solution may be in the range of 0.01-20 wt%, preferably in the range of 0.1-10 wt%.
Application of the cellulose solution onto the textile-based substrate may be done by various coating techniques known in the art. Examples include, but are not limited to, dip coating, curtain coating, roll coating, blade coating and spray coating.
The coating may be provided on one or more surfaces of the textile-based substrate. The coating can be achieved by applying the cellulose solution to one or both sides of the textile-based substrate. The coating can also be achieved by impregnating the textile-based substrate with the cellulose solution.
Regeneration of the dissolved cellulose can be achieved by subjecting the cellulose solution to a treatment with a coagulation medium. The coagulation medium is selected depending on the solvent or solvent system used. Suitable combinations of solvents and coagulation media are known in the art. In some embodiments, the regeneration of the dissolved cellulose is achieved by treating the cellulose solution with an acidic solution, preferably a sulfuric acid solution.
The regenerated cellulose may be subjected to one or more washing steps to remove solvent residues and other contaminants.
The regenerated cellulose may be subjected to treatment with a plasticizer. The plasticizer may for example be glycerol.
Finally, the RC coated textile-based substrate is dried. The term “dry” as used herein means that the coated textile-based substrate has a dry content above 80 %, preferably above 90 %, and more preferably above 95 % by weight.
The coating of the textile-based substrate with regenerated cellulose reduces the pore size and the permeability of the substrate. Accordingly, the coated substrate will typically have a lower air permeability then the uncoated textile-based substrate.
The inventors have found that the RC coated textile-based substrate has good wash fastness, i.e. the coating is not easily washed out of the textile-based substrate during cleaning.
The coating layer may be comprised entirely of the regenerated cellulose, or it can comprise a mixture of the regenerated cellulose and other ingredients or additives. The coating layer preferably includes regenerated cellulose as its main component based on the total dry weight of the coating layer. In some embodiments, the coating layer comprises at least 50 wt%, preferably at least 70 wt%, and more preferably at least 90 wt% of regenerated cellulose, based on the total dry weight of the coating layer. In a preferred embodiment, the coating layer comprises at least 95 wt%, preferably at least 98 wt% of regenerated cellulose, based on the total dry weight of the coating layer.
In some embodiments, the dry basis weight of the coating layer is in the range of 0.1-30 gsm, preferably in the range of 1-25 gsm, more preferably in the range of 2- 15 gsm. The basis weight of the coating layer may be selected e.g. depending on the desired flexibility and permeability and feel of the coated textile-based substrate. For example, a lower basis weight of the coating layer may provide a more breathable coated textile-based substrate than a higher basis weight of the coating layer.
The inventors have further found that the RC coated textile-based substrate can be hydrophobized with a hydrophobizing agent to provide a hydrophobic coating with good wash fastness.
The terms hydrophobic, hydrophobized and hydrophobizing as used herein generally refer to surfaces that exhibit an apparent water contact angle that is greater than 90°, or to methods for modifying a surface to impart an apparent water contact angle that is greater than 90°.
The hydrophobizing agent should preferably be selected so as to provide good adhesion to the RC coated textile-based substrate and good wash fastness. The hydrophobizing agent can be applied to RC coated surfaces only, or to both RC coated and uncoated surfaces of the textile-based substrate.
The hydrophobizing agent is preferably covalently bound to the regenerated cellulose. A covalently bound hydrophobizing agent is preferred since it will generally have higher wash fastness than a non-covalently bound hydrophobizing agent.
In some preferred embodiments, the hydrophobizing agent is a hydrophobizing agent capable of being covalently grafted to the regenerated cellulose.
Thus, in some embodiments, the hydrophobizing agent has i) a hydrophobic portion and ii) a reactive portion capable of forming a covalent bond to the regenerated cellulose.
In some preferred embodiments, the hydrophobizing agent is selected from the group consisting of fatty acid halides, fatty acid anhydrides, epoxidized fatty acids, epoxidized fatty acid (methyl) esters, and combinations thereof.
In some preferred embodiments, the hydrophobizing agent is a fatty acid halide, preferably a fatty acid halide having an aliphatic chain length of 8-22 carbon atoms. Examples of fatty acid halides include octanoyl chloride (C8), lauroyl chloride (C12), myristoyl chloride (C14), palmitoyl chloride (C16), and stearoyl chloride (C18), and/or a mixture thereof. In some preferred embodiments, the fatty acid halide grafted on the RC coated substrate is palmitoyl chloride or stearoyl chloride.
The coated substrate surface has a high content of cellulose molecules. Grafting with fatty acid halide has been identified as an interesting alternative for rendering cellulose based substrates hydrophobic. The high reactivity of the fatty acid halides results in that the reagent will be covalently bound to the substrate to a high extent, reducing issues related to leaching and migration.
Grafting of the fatty acid halide to the RC coated substrate having available hydroxyl groups can be achieved by applying a fatty acid halide to the surface of the coating, followed by penetration of the reagent upon heating, which also promotes the formation of covalent bonds between the fatty acid halide and the hydroxyl groups of the regenerated cellulose. The fatty acid halide grafting is preferably performed on the RC coated and dried textile-based substrate. The grafting typically involves contacting the RC coated substrate with a fatty acid halide in a liquid, spray and/or vapor state. The reaction between the fatty acid halide, e.g. fatty acid chloride, and the hydroxyl groups of the regenerated cellulose results in ester bonds between the reagent and the cellulose. Ungrafted and thereby unbound fatty acids may also be present to a certain extent. Upon the reaction with the hydroxyl groups in the regenerated cellulose, and/or with water in the substrate and/or in the air, hydrohalic acid, e.g. hydrochloric acid, is formed as a reaction byproduct. The grafting may preferably be followed by removal of the formed hydrohalic acid, and optionally by removal of the ungrafted residues. One example of a grafting process which could be used in production of the coated textile-based substrate of the present disclosure is described in detail in the international patent application WO2012066015A1. Another example of a grafting process, which could be used in production of the coated textile-based substrate in the present disclosure, is described in detail in the international patent application W02017002005A1. The grafting process may also be repeated, in order to increase the amount of grafted and free fatty acids in the coating.
The coated textile-based substrate is preferably dry when the fatty acid halide grafting is performed. The term “dry” as used herein means that the coated textilebased substrate has a dry content above 80 %, preferably above 90 %, and more preferably above 95 % by weight.
The fatty acid halide grafting preferably results in a total amount of grafted and free fatty acids in the coated textile-based substrate in the range of 0.05-5 kg/ton of the total dry weight of the coated textile-based substrate.
Advantages of the inventive coated substrate compared to an uncoated substrate include improved water repellency, improved oil repellency, improved wind resistance, adjustable stiffness, reduced surface roughness, and substrate less prone to linting.
The coated textile-based substrate is preferably water repellent. The term “water repellent” generally means that the coated textile-based substrate has a higher resistance to water absorption than the same textile-based substrate without the coating. Water repellency of textile-based substrates may for example be tested using the spray test method (AATCC test method 22-2001 or ISO 4920:2012). The spray test method measures the resistance of fabrics to wetting by water. It is applicable to any textile fabric, but is especially suitable for measuring the water repellent efficacy of finishes applied to fabrics, particularly on plain woven fabrics. The test method is not intended for use in predicting the probable rain penetration resistance of fabrics, since it does not measure the penetration of water through the fabric. For this test method, water sprayed against the taut surface of a test specimen under controlled conditions produce a wetted pattern whose size depends on the relative repellency of the fabric. The wetted pattern on the fabric is compared with a standard chart of fabric water repellency ratings of 0, 50, 70, 80, 90 and 100. A rating of zero (0) is assigned to fabrics whose surfaces are completely wetted by water, whereas a rating of 100 corresponds to fabrics with no wetting of water on their surfaces.
In some embodiments, a surface of said coating layer treated with the hydrophobizing agent has a water contact angle above 90°, preferably above 100°.
According to a second aspect illustrated herein, there is provided a method for manufacturing a coated textile-based substrate, said method comprising:
a) providing a textile-based substrate, b) coating the textile-based substrate with a coating layer comprising a regenerated cellulose, and c) hydrophobizing the coating layer with a hydrophobizing agent.
In some embodiments, the coating layer is formed by applying cellulose dissolved in a solvent onto the textile-based substrate and treating the dissolved cellulose with a coagulation medium to obtain the coating layer comprising regenerated cellulose (also referred to herein as “RC coating”).
In some embodiments, the solvent is a non-derivatizing solvent selected form the group consisting of an alkaline aqueous solution, /V-methylmorpholine A/-oxide (NMMO), and an ionic liquid.
In some embodiments, the solvent is a derivatizing solvent system selected form the group consisting of urea and NaOH solution, thiourea, urea, and NaOH solution, and NaOH and carbon disulfide (CS2).
The concentration of cellulose in the cellulose solution may be in the range of 0.01-20 wt%, preferably in the range of 0.1-10 wt%.
Application of the cellulose solution onto the textile-based substrate may be done by various coating techniques known in the art. Examples include, but are not limited to, dip coating, curtain coating, roll coating, blade coating and spray coating.
The RC coating may be provided on one or more surfaces of the textile-based substrate. The coating can be achieved by applying the cellulose solution to one or both sides of the textile-based substrate. The coating can also be achieved by impregnating the textile-based substrate with the cellulose solution.
Regeneration of the dissolved cellulose can be achieved by subjecting the cellulose solution to a treatment with a coagulation medium. The coagulation
medium is selected depending on the solvent or solvent system used. Suitable combinations of solvents and coagulation media are known in the art. In some embodiments, the regeneration of the dissolved cellulose is achieved by treating the cellulose solution with an acidic solution, preferably a sulfuric acid solution.
The RC coating may be subjected to one or more washing steps to remove solvent residues and other contaminants.
The RC coating may further be subjected to treatment with a plasticizer. The plasticizer may for example be glycerol.
Finally, the RC coated textile-based substrate is dried. The term “dry” as used herein means that the coated textile-based substrate has a dry content above 80 %, preferably above 90 %, and more preferably above 95 % by weight. Thus, the coating step b) preferably further comprises drying the formed textile-based substrate, preferably to a dry content above 80 %, more preferably above 90 %, and more preferably above 95 % by weight.
In some embodiments, the dry basis weight of the coating layer is in the range of 0.1-30 gsm, preferably in the range of 1-25 gsm, more preferably in the range of 2- 15 gsm.
The hydrophobizing agent should preferably be selected so as to provide good adhesion to the RC coated textile-based substrate and good wash fastness. The hydrophobizing agent can be applied to RC coated surfaces only, or to both RC coated and uncoated surfaces of the textile-based substrate
The hydrophobizing agent is preferably covalently bound to the regenerated cellulose. A covalently bound hydrophobizing agent is preferred since it will generally have higher wash fastness than a non-covalently bound hydrophobizing agent.
In some preferred embodiments, the hydrophobizing agent is a hydrophobizing agent capable of being covalently grafted to the regenerated cellulose.
Thus, in some embodiments, the hydrophobizing agent has i) a hydrophobic portion and ii) a reactive portion capable of forming a covalent bond to the regenerated cellulose.
In some preferred embodiments, the hydrophobizing agent is selected from the group consisting of fatty acid halides, fatty acid anhydrides, epoxidized fatty acids, epoxidized fatty acid (methyl) esters, and combinations thereof.
In some preferred embodiments, the hydrophobizing agent is a fatty acid halide, preferably a fatty acid halide having an aliphatic chain length of 8-22 carbon atoms. Examples of fatty acid halides include octanoyl chloride (C8), lauroyl chloride (C12), myristoyl chloride (C14), palmitoyl chloride (C16), and stearoyl chloride (C18), and/or a mixture thereof. In some preferred embodiments, the fatty acid halide grafted on the RC coated substrate is palmitoyl chloride or stearoyl chloride.
The hydrophobizing agent may for example involve contacting the RC coating layer with a fatty acid halide in a liquid, spray and/or vapor state.
The inventors have further found that the advantageous properties of the coating, including water repellence and wash fastness, can be further improved by subjecting the hydrophobized coating layer to heat treatment. In some embodiments, the method further comprises the step d) heat treating the hydrophobized coating layer. In some embodiments, the heat treatment is performed at a temperature of at least 100 °C. In some embodiments, the heat treatment comprises treatment with steam at a temperature of at least 100 °C. The heat treatment may also be combined with a pressure treatment, e.g. calendaring or ironing.
Generally, while the products, polymers, materials, layers and processes are described in terms of “comprising” various components or steps, the products, polymers, materials, layers and processes can also “consist essentially of” or “consist of” the various components and steps.
While the invention has been described with reference to various exemplary embodiments, it will be understood by those skilled in the art that various changes may be made and equivalents may be substituted for elements thereof without departing from the scope of the invention. In addition, many modifications may be made to adapt a particular situation or material to the teachings of the invention without departing from the essential scope thereof. Therefore, it is intended that the invention not be limited to the particular embodiment disclosed as the best mode contemplated for carrying out this invention, but that the invention will include all embodiments falling within the scope of the appended claims.
Brief description of the drawings
Figure 1 shows SEM images of uncoated reference samples (Fig. 1a: 65x magnification; Fig. 1 b: 500x magnification) and RC and hydrophobized samples on both sides, sample B (Fig. 1c: 67x magnification; Fig. 1d: 500x magnification).
Figure 2 shows SEM images of single side coated sample A on the uncoated side (Fig. 2a: 65x magnification; Fig. 2b: 500x magnification) and single side coated sample A on the coated side (Fig. 2c: 65x magnification; Fig. 2d: 500x magnification).
Figure 3 is a diagram showing water contact angles for treated and untreated samples during 12 seconds.
Figure 4 shows SEM images of Sample B (RC coated and hydrophobized) after one washing cycle (Fig. 4a: 65x magnification; Fig. 4b: 500x magnification).
Figure 5 is photographs showing water repellency of treated fabrics before washing (A-C) and after washing (D-F). A: Sample A and D (RC coated and hydrophobized); B and E: Sample B (RC coated only); and Sample C and F: hydrophobized only.
Examples
Example 1 (comparative) - Cotton substrate coated with regenerated cellulose Hardwood dissolving pulp sheets from Stora Enso (alpha cellulose ca 95 wt%) were used for the experiments. The intrinsic viscosity of the pulp was determined by measurements in cupriethylenediamine (CED) solution. The intrinsic viscosity of the starting material was ca 450 ml/g. The viscosity was lowered to ca 215-250 mg/l using hydrolysis before the dope preparation.
A coating dope was prepared by dissolving the dissolving pulp in an aqueous sodium hydroxide solution. The process used for the dope preparation was adopted from the patent WO2017178531 A1 .
Coating of the dope on the fabric: The prepared dope (6% cellulose) was manually applied on one side of ca 0.21 m x 0.297m cotton fabric samples (100% organic cotton, Twill, off-white) with a 200 pm spiral film applicator. Thereafter the coated fabric was soaked in 1 g/mol sulfuric acid bath for 10 min and washed in 3 subsequent DI water baths for 10 min in each. Thereafter it was dipped for 1 min in a 5% glycerol bath. The coated samples were dried at 23°C and 50% RH, while clamped to avoid shrinkage. This same procedure was followed to produce double side coated fabric. The amount of cellulose applied per gram of fabric is shown in Table 1.
Example 2 (comparative) - Cotton substrate hydrophobized with fatty acid chloride Hydrophobization treatment: Two concentrations of palmitoyl chloride ca 4 % and 0.39 % were prepared in petroleum ether (BP 40-60°C). The hydrophobization treatment was conducted by distributing the solution, using a Pasteur pipette, over the whole fabric (100% organic cotton, Twill, off-white), wetting the substrate with the solution. The treated fabric was then allowed to dry for 5 min in a fume hood before inserting it into a solvent-compatible oven. The treated fabric was heated for 2 minutes in the oven preheated to 160°C. The applied amount of palmitoyl chloride (PC) per meter square of fabric is shown in Table 2. Analyses of the treated fabric’s surface properties were done on the dried fabrics.
Example 3 - Cotton substrate coated with regenerated cellulose and hydrophobized with fatty acid chloride
The RC coating of the fabric samples was done as described in Example 1. The amount of cellulose applied per gram of fabric is shown in Table 1 .
The coated fabrics were then subjected to hydrophobization treatment, as described in Example 2, and the amounts applied are found in Table 2.
Analysis was performed on the samples with SEM. The samples were first coated with gold sputtering. From the samples in Figure 1 , it can be seen that the RC coated and hydrophobized samples are different in the surface structure from the unmodified samples and a smoother surface is observed.
It could also be seen for single-side coated samples that the coating did not penetrate to the uncoated side, which is displayed in Figure 2.
Water contact angles were measured using the standard TAPPI T558 om-15 method using 4 pl droplets and the Young-Laplace Model as water droplet model. 5 measurements were recorded for each sample and the average was reported.
10 frames per second were recorded during 12 seconds. The results show that the RC and hydrophobized samples have the highest contact angles, always higher than 90°, independent if a low or a high amount of hydrophobization agent was added, whereas the uncoated side showed immediate absorption of the water droplet. The sample with only RC coating (no hydrophobization treatment) showed a water contact angle in between the RC coated and hydrophobized samples and the uncoated sample (Figure 3). During this short time interval of 12 seconds, the sample that is only hydrophobized shows similar water contact angle as the RC coated and hydrophobized sample and is not included in the Figure 3. Over a longer period of time, the water repellency is much poorer for this sample, which is shown in Figure 5.
Example 4 - Wash fastness
The wash fastness was investigated using a domestic laundry cycle that consisted of 30 min washing at 30°C with color A+ detergent (according to washing instructions). The cycle ended with centrifugation at 800 RPM, after which the fabric was dried at RT. Analyses of the fabric’s surface properties were done on the dried fabrics. A more intense laundry cycle was also applied with 90 min washing and 40 °C on some of the samples. It was observed that the surface structure of the samples was mostly unchanged after washing. Some small water channels could be observed as showed in Figure 4.
Water repellency tests were done by dripping 2 ml colored water when samples were tilted with a 30° angle onto the fabric samples before and after one cycle of the intensive washing. It could be observed that the RC coated and hydrophobized samples showed the best water repellency as the droplets rinsed off and the liquid was spread and absorbed on the other samples (Figure 5). The washed samples were subjected to ironing after washing, which made them more water repellent than the unwashed reference samples.
Claims
1. A coated textile-based substrate, comprising a textile-based substrate, and a coating layer disposed on said textile-based substrate, wherein said coating layer comprises regenerated cellulose and wherein said coating layer has been hydrophobized with a hydrophobizing agent.
2. The coated textile-based substrate according to claim 1 , wherein the coating layer comprises at least 50 wt%, preferably at least 70 wt%, and more preferably at least 90 wt% of regenerated cellulose, based on the total dry weight of the coating layer.
3. The coated textile-based substrate according to any one of the preceding claims, wherein the regenerated cellulose is obtained from dissolving pulp.
4. The coated textile-based substrate according to any one of the preceding claims, wherein the dry basis weight of the coating layer is in the range of 0.1 -30 gsm, preferably in the range of 1 -25 gsm, more preferably in the range of 2-15 gsm.
5. The coated textile-based substrate according to any one of the preceding claims, wherein the hydrophobizing agent is covalently bound to the regenerated cellulose.
6. The coated textile-based substrate according to any one of the preceding claims, wherein the hydrophobizing agent has i) a hydrophobic portion and ii) a reactive portion capable of forming a covalent bond to the regenerated cellulose.
7. The coated textile-based substrate according to any one of the preceding claims, wherein the hydrophobizing agent is selected from the group consisting of fatty acid halides, fatty acid anhydrides, epoxidized fatty acids, epoxidized fatty acid (methyl) esters, and combinations thereof.
8. The coated textile-based substrate according to any one of the preceding claims, wherein the hydrophobizing agent is a fatty acid halide, preferably a fatty acid halide having an aliphatic chain length of 8-22 carbon atoms.
9. The coated textile-based substrate according to any one of the preceding claims, wherein the textile-based substrate is a, woven or nonwoven fabric.
10. The coated textile-based substrate according to any one of the preceding claims, wherein the textile-based substrate is formed of biobased fibers.
11 . The coated textile-based substrate according to any one of the preceding claims, wherein the textile-based substrate is cellulose based.
12. The coated textile-based substrate according to any one of the preceding claims, wherein a surface of said coating layer treated with the hydrophobizing agent has a water contact angle above 90°, preferably above 100°.
13. A method for manufacturing a coated textile-based substrate, said method comprising: a) providing a textile-based substrate, b) coating the textile-based substrate with a coating layer comprising a regenerated cellulose, and c) hydrophobizing the coating layer with a hydrophobizing agent.
14. The method according to claim 13, wherein the coating layer is formed by applying cellulose dissolved in a solvent onto the textile-based substrate and treating the dissolved cellulose with a coagulation medium to obtain the coating layer comprising regenerated cellulose.
19
15. The method according to claim 14, wherein the solvent is a non-derivatizing solvent selected form the group consisting of an alkaline aqueous solution, A/- methylmorpholine A/-oxide (NMMO), and an ionic liquid, or a combination thereof.
16. The method according to claim 14, wherein the solvent is a derivatizing solvent system selected form the group consisting of urea and NaOH solution, thiourea, urea, and NaOH solution, and NaOH and carbon disulfide (CS2), or a combination thereof.
17. The method according to any one of claims 13-16, wherein the dry basis weight of the coating layer is in the range of 0.1-30 gsm, preferably in the range of 1-25 gsm, more preferably in the range of 2-15 gsm.
18. The method according to any one of claims 13-17, wherein step b) further comprises drying the coated textile-based substrate.
19. The method according to any one of claims 13-18, wherein the hydrophobizing agent is covalently bound to the regenerated cellulose.
20. The method according to any one of claims 13-19, wherein the hydrophobizing agent has i) a hydrophobic portion and ii) a reactive portion capable of forming a covalent bond to the regenerated cellulose.
21 . The method according to any one of claims 13-20, wherein the hydrophobizing agent is selected from the group consisting of fatty acid halides, fatty acid anhydrides, epoxidized fatty acids, epoxidized fatty acid (methyl) esters, and combinations thereof.
22. The method according to any one of claims 13-21 , wherein the hydrophobizing agent is a fatty acid halide, preferably a fatty acid halide having an aliphatic chain length of 8-22 carbon atoms.
23. The method according to any one of claims 13-22, further comprising the step d) heat treating the hydrophobized coating layer.
24. The method according to claim 23, wherein the heat treatment is performed at a temperature of at least 100 °C.
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SE2150064A SE2150064A1 (en) | 2021-01-21 | 2021-01-21 | Coated textile-based substrate |
SE2150064-0 | 2021-01-21 |
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WO2022157653A1 true WO2022157653A1 (en) | 2022-07-28 |
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Citations (9)
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GB320062A (en) * | 1928-06-16 | 1929-10-02 | Leon Lilienfeld | Process for improving vegetable fibrous material |
US2390780A (en) * | 1943-10-02 | 1945-12-11 | Sylvania Ind Corp | Process of making coated textile materials and the articles produced therefrom |
US2734005A (en) * | 1956-02-07 | Water-resistant textiles and method of | ||
US5043194A (en) * | 1988-08-05 | 1991-08-27 | Hoechst Aktiengesellschaft | Tubular packaging casing based on cellulose and having a textile-like texture |
US5490541A (en) * | 1992-04-22 | 1996-02-13 | Toho Serofan Company Limited | Fibrous casing |
US20070160783A1 (en) * | 2004-05-10 | 2007-07-12 | Kalle Gmbh | Food casing based on regenerated cellulose with a fully synthetic fiber reinforcement |
US20090029012A1 (en) * | 2005-05-06 | 2009-01-29 | Kalle Gmbh | Non-transparent, fat-impervious food casing with textile backing material |
US20090068437A1 (en) * | 2006-06-05 | 2009-03-12 | Fumio Miyagoshi | Sheet for Total Heat Exchanger |
US20150329707A1 (en) * | 2012-12-13 | 2015-11-19 | Kelheim Fibres Gmbh | Regenerated cellulose fiber |
-
2021
- 2021-01-21 SE SE2150064A patent/SE2150064A1/en unknown
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2022
- 2022-01-20 WO PCT/IB2022/050459 patent/WO2022157653A1/en active Application Filing
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
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US2734005A (en) * | 1956-02-07 | Water-resistant textiles and method of | ||
GB320062A (en) * | 1928-06-16 | 1929-10-02 | Leon Lilienfeld | Process for improving vegetable fibrous material |
US2390780A (en) * | 1943-10-02 | 1945-12-11 | Sylvania Ind Corp | Process of making coated textile materials and the articles produced therefrom |
US5043194A (en) * | 1988-08-05 | 1991-08-27 | Hoechst Aktiengesellschaft | Tubular packaging casing based on cellulose and having a textile-like texture |
US5490541A (en) * | 1992-04-22 | 1996-02-13 | Toho Serofan Company Limited | Fibrous casing |
US20070160783A1 (en) * | 2004-05-10 | 2007-07-12 | Kalle Gmbh | Food casing based on regenerated cellulose with a fully synthetic fiber reinforcement |
US20090029012A1 (en) * | 2005-05-06 | 2009-01-29 | Kalle Gmbh | Non-transparent, fat-impervious food casing with textile backing material |
US20090068437A1 (en) * | 2006-06-05 | 2009-03-12 | Fumio Miyagoshi | Sheet for Total Heat Exchanger |
US20150329707A1 (en) * | 2012-12-13 | 2015-11-19 | Kelheim Fibres Gmbh | Regenerated cellulose fiber |
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