EP3041987A1 - Verfahren zur hydrophobierung und schmierung von pflanzenfasern - Google Patents

Verfahren zur hydrophobierung und schmierung von pflanzenfasern

Info

Publication number
EP3041987A1
EP3041987A1 EP14767044.2A EP14767044A EP3041987A1 EP 3041987 A1 EP3041987 A1 EP 3041987A1 EP 14767044 A EP14767044 A EP 14767044A EP 3041987 A1 EP3041987 A1 EP 3041987A1
Authority
EP
European Patent Office
Prior art keywords
fibers
plant fibers
weight
hydrophobing
composition
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Withdrawn
Application number
EP14767044.2A
Other languages
English (en)
French (fr)
Inventor
Sandrine Millot
Franck POCHON
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Elkem Silicones France SAS
Original Assignee
Bluestar Silicones France SAS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bluestar Silicones France SAS filed Critical Bluestar Silicones France SAS
Publication of EP3041987A1 publication Critical patent/EP3041987A1/de
Withdrawn legal-status Critical Current

Links

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
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
    • C08L1/02—Cellulose; Modified cellulose
    • E—FIXED CONSTRUCTIONS
    • E04—BUILDING
    • E04B—GENERAL BUILDING CONSTRUCTIONS; WALLS, e.g. PARTITIONS; ROOFS; FLOORS; CEILINGS; INSULATION OR OTHER PROTECTION OF BUILDINGS
    • E04B1/00—Constructions in general; Structures which are not restricted either to walls, e.g. partitions, or floors or ceilings or roofs
    • E04B1/62—Insulation or other protection; Elements or use of specified material therefor
    • E04B1/74—Heat, sound or noise insulation, absorption, or reflection; Other building methods affording favourable thermal or acoustical conditions, e.g. accumulating of heat within walls
    • E04B2001/742—Use of special materials; Materials having special structures or shape
    • E04B2001/745—Vegetal products, e.g. plant stems, barks
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A30/00—Adapting or protecting infrastructure or their operation
    • Y02A30/24—Structural elements or technologies for improving thermal insulation
    • Y02A30/244—Structural elements or technologies for improving thermal insulation using natural or recycled building materials, e.g. straw, wool, clay or used tires

Definitions

  • the present invention relates to a process for hydrophobing and lubricating plant fibers with a silicone-based composition and the use of said treated vegetable fibers in an insulating material.
  • the present invention is in the field of plant fiber processing methods.
  • Natural insulation is derived from renewable materials, possibly available locally and recyclable.
  • Natural insulators based on plant fibers can combine ecological awareness and thermal performance, acoustic & humidity regulation and energy saving.
  • Insulators made of vegetable or animal fibers include cork, linen wool, cellulose wadding, wood felt, hemp, coconut wool, sheep wool, feathers.
  • a plant fiber is a dead cell expansion that is mainly composed of polymers such as cellulose, hemicellulose, lignin and pectins. It is either isolated or grouped with others into a bundle. It is usually these bundles of fibers that are commonly referred to as plant fibers.
  • Vegetable fibers can come from different parts of the plant: seeds (cotton), stem or trunk (flax, hemp, wood), fruits (coconut) or leaves (agave, sisal).
  • the type of plant, the origin of the fibers and the conditions of growth are all factors playing on the variability of the performances of the vegetable fibers.
  • Vegetable fibers are mainly derived from the stem of plants.
  • straw commonly refers to one to several whole stems.
  • This stem is composed of 4 concentric zones: the outer bark, the liber in which are the bundles of fibers, xylem: internal marrow formed by lignin-rich cells and the lumen: hollow core.
  • xylem internal marrow formed by lignin-rich cells
  • lumen hollow core.
  • Retting is the maceration that is done to textile plants such as flax, hemp, etc., to facilitate the separation of the filamentous bark from the stem.
  • the so-called “classical” or “generic” extraction process is composed of three stages. Firstly, the decortication consists, by a mechanical operation exerted on the whole stem, to separate the ligneous material from the liber. Then, the different plant fractions obtained are separated. And finally the refining focuses on the beams to reduce the number of unit fibers per beam.
  • the flours correspond to crushed vegetable fibers which are homogeneous and of small particle size ( ⁇ ).
  • Wood and annuals consist mainly of cellulose, hemicellulose (a substance similar to celluloses) and lignin. All of these; polymers constitutes more than 90% of the dry matter. Softwoods or hardwoods and annuals are distinguished by the proportions of each of these components expressed as a percentage by weight of fiber.
  • the average chemical composition of flax fibers is at least 60% cellulose, 15% hemicellulose and 1% lignin, respectively.
  • the average chemical composition of hemp fiber is 67% cellulose, 16% hemicellulose and 3% lignin.
  • the average chemical composition of softwood fibers is 48% cellulose, 20% hemicellulose and 27% lignin.
  • the average chemical composition of hardwood fibers is 51% cellulose, 21% hemicellulose and 23% lignin.
  • Wood fibers are therefore characterized by a lignin content greater than 10%. Unlike yarn from spinning, that is to say the agglutination of fibers to form a long assembly intended for example weaving or knitting to obtain fabrics or knits, raw natural fibers are short and have little resistance or solidity.
  • Natural insulation comes in many forms: in panels, rolls or flakes in bulk (deposited or insufflated).
  • the application EP2392848 relates to a thermally and acoustically insulating material comprising a mixture of flax and hemp fibers.
  • dimethyl polysiloxane as water repellant is described in JP57191043 and the use of aminoalkyl silane as a binder is described in US8039110.
  • the fibers be lubricated to improve their sliding properties and thus bring more comfort for users because their touch is then more pleasant and the amount of dust emitted during handling is lower. Improving the slip properties of plant fibers also facilitates the transport and organization of the fibers in the final material.
  • An object of the present invention is to provide a process for hydrophobing and lubricating plant fibers to obtain plant fibers simultaneously meeting these needs, namely with improved moisture resistance and sliding properties.
  • the first object of the invention relates to a process for hydrophobing and lubricating vegetable fibers containing respectively from 40 to 80% by weight of cellulose, from 10 to 30% by weight of hemicellulose and from 0.1 to 30% by weight of lignin, expressed as a percentage by weight of fibers, characterized in that said plant fibers are brought into contact with at least one composition ( A) comprising at least one linear, cyclic or three-dimensional polyorganosiloxane (B) consisting of the following units:
  • R 1 , R 2 and R 3 which are identical and / or different, represent a monovalent hydrocarbon radical chosen from linear or branched alkyl radicals having from 1 to 4 carbon atoms, the linear or branched alkoxy radicals having from 1 to 4 carbon atoms, a phenyl radical and, preferably, a hydroxyl radical, an ethoxy radical, a methoxy radical or a methyl radical;
  • R 4 being a divalent hydrocarbon group having from 1 to 40 carbon atoms
  • R 5 being a hydrogen atom or a monovalent hydrocarbon group having from 1 to 40 carbon atoms
  • R 6 being a hydrogen atom or a radical of formula (II) below:
  • R 7 being a divalent radical of formula (III) below:
  • R 8 is a hydrogen atom or a monovalent hydrocarbon group having from 1 to 40 carbon atoms
  • the process for treating plant fibers with a composition (A) is simple and is particularly effective in optimizing both their water repellency and their lubrication.
  • Examples of useful radicals V according to the invention include the following radicals:
  • the indices i, j and k are identical or different integers having a value greater than or equal to 0 and less than or equal to 20 and the sum i + j + k is preferably between 0 and 30.
  • the radical V is selected from the group consisting of the following radicals: - (CH 2) 3 -NH 2 and - (CH 2) 3 -NH- (CH 2) 2 NH 2.
  • the silicone nomenclature to describe we speak of units M, D, T.
  • the letter M represents the monofunctional unit of formula (CH3) 3 SiO / 2, the silicon atom being bonded to a single oxygen atom in the polymer comprising this unit.
  • the letter D means a difunctional unit (CH 3 ) 2 SiO 2/2 in which the silicon atom is connected to two oxygen atoms.
  • the letter T represents a trifunctional unit of the formula (CH 3) Si0 3/2, wherein the silicon atom is bonded to three oxygen atoms. These units may be functionalized, which has the consequence of replacing one or more radicals CH3 by another radical as mentioned above.
  • motifs M, D, T while specifying the specific radicals.
  • the linear, cyclic or three-dimensional polyorganosiloxane (B) is a polydimethylsiloxane comprising M units bearing an ethoxy function and, on average, at least one D unit bearing a - (CH 2 ) 3 -NH 2 function .
  • the linear, cyclic or three-dimensional polyorganosiloxane (B) is a polydimethylsiloxane comprising M units bearing a methoxy function and, on average, at least one T unit carrying a function - (CH 2 ) 3 -NH - (CH 2 ) 2 -NH 2 .
  • the plant fibers used have a length of between 0.1 and 300 mm and preferably between 0.1 and 250 mm and even more preferably between 0.1 and 200 mm.
  • the plant fibers used are composed respectively of 50 to 80% cellulose, 10 to 25% hemicellulose and 0.01 to 10% lignin (expressed as a percentage by weight of fibers).
  • the flax or hemp fibers or their mixture are therefore preferably used.
  • composition (A) comprises:
  • the dispersing medium is an organic solvent that can be used for water repellency of plant fibers.
  • the organic solvent is "white spirit" or heptane.
  • the solvent or solvent mixture is present, preferably, in proportions of between 10 and 90% and preferably between 20 and 60% by weight relative to the total weight of the
  • the method for hydrophobing and lubricating plant fibers is characterized in that said plant fibers are brought into contact with the composition (A) which is in the form of an aqueous dispersion of from minus one linear, cyclic or three-dimensional polyorganosiloxane (B) and as defined above.
  • the water is present, preferably, in proportions of between 10 and 90% and preferably between 20 and 60% by weight relative to the total weight of the composition.
  • composition (A) is in the form of a silicone emulsion in water which comprises:
  • surfactant (T) will be easily determined by those skilled in the art, the objective being to prepare a stable emulsion.
  • the anionic, cationic, nonionic and zwitterionic surfactants can be used alone or as a mixture.
  • composition (A) according to the invention may also comprise protective colloids such as polyvinyl alcohol.
  • anionic surfactant mention may be made of the following surfactants:
  • R a represents a C 8 -C 20 alkyl radical, preferably C 1 -C 6 alkyl
  • R b is a C 1 -C 6 alkyl radical, preferably C1-C3 and M an alkaline cation (sodium, potassium, lithium), substituted or unsubstituted ammonium (methyl-, dimethyl-, trimethyl-, tetramethylammonium, dimethylpiperidinium) or derived from an alkanolamine (monoethanolamine, diethanolamine, triethanolamine) ,
  • alkylsulphates of formula ROSO3M in which R c represents a C10-C24, preferably C12-C20, alkyl or hydroxyalkyl radical, M representing a hydrogen atom or a cation of the same definition as above, as well as their derivatives; ethoxylenes (EO) and / or propoxylenes (PO), preferably having from 1 to 20 EO units,
  • R d represents an alkyl radical C2-C22, preferably Ce-C, R e alkyl, C 2 -C 3l M representing a hydrogen atom or a cation with the same definition as above, as well as their ethoxylenated (EO) and / or propoxylenated (PO) derivatives, preferably having 1 to 20 EO units,
  • C 8 -C 2 4 preferably C 14 -C 20 fatty acid salts, C 9 -C 20 alkylbenzenesulfonates, and their ethoxylenated (EO) and / or propoxylenated (OP) derivatives, exhibiting preferably 1 to 20 EO units, - alkylbenzenesulfonates C9-C20, C8-C22 primary or secondary alkylsulfonates, alkylglycerol sulfonates, sulfonated polycarboxylic acids disclosed in GB-A-1 082 179, paraffin sulfonates, N-acyl N-alkyltaurates, mono- and dialkylphosphates, alkylisethionates, alkylsuccinamates, alkylsulfosuccinates, monoesters or diesters of sulfosuccinates, N-acyl sarcosinates, alkylgly
  • alkyl or aryl ethers of polyalkylene oxide examples include polyoxyethylene sorbitan hexastearate, polyoxyethylenated sorbitan oleate and cetylstearyl and polyethylene oxide ethers.
  • polyalkylene ether aryl ether mention may be made of polyoxyethylenated alkylphenols.
  • alkyl ether of polyalkylene oxide mention may be made of polyethylene glycol isodecyl ether and polyethylene glycol trimethylnonyl ether containing from 3 to 15 ethylene oxide units per molecule.
  • surfactants ionic, nonionic or amphoteric fluorinated surfactants and mixtures thereof, for example:
  • fluorinated surfactant is meant, as is well known per se, a compound formed of an aliphatic perfluorocarbon moiety, comprising at least three carbon atoms, and a hydrophilic, ionic, nonionic or amphoteric moiety.
  • the perfluorocarbon portion of at least three carbon atoms may represent either all or only a fraction of the fluorocarbon portion of the molecule.
  • references in the literature The skilled person can refer in particular to the following references: - FR-A-2 149 519, WO-A-94 21 233, US-A-3, 94,767, the book “Fluorinated Surfactants", Erik Kissa, Publisher Marcel Dekker Inc. (1994) Chapter 4, including Tables 4.1 and 4.4.
  • surfactants include, in particular, anionic perfluoroalkyl compounds, cationic, nonionic and amphoteric surfactants, and among them, particularly, the surfactants of the class of ZONYL ® marketed by Du Pont, marketed by Du under the respective bridge ZONYL ® FSA, ZONYL ® FSO, ZONYL ® FSC and ZONYL ® FSK. We can further specify about them:
  • ZONYL ® FSO 100 CAS 65545-80-4, (nonionic) 99 to 100%, the remainder being 1,4-dioxane,
  • - ZONYL ® FSD CAS 70983-60-7 30% (cationic), the balance being hexylene glycol (0%), sodium chloride (3%) and water (57%).
  • perfluoroalkyl betaines such as that marketed by DU PONT under the name Forafac ® 1157 polyfluoroamides ethoxylates (nonionic) such as that marketed by DU PONT under the name Forafac 1110 D, the ammonium salts polyfiuoroalkyl (cationic), such as that marketed by DU PONT under the name FORAFAC 179;
  • hydrophilic part contains one or more saccharide unit (s) containing from 5 to 6 carbon atoms (units derived from sugars such as fructose, glucose, mannose, galactose, talose, gulose, allose, altose, idose, arabinose, xylose, lyxose and / or ribose) and whose hydrophobic part contains a unit of formula R F (CH 2 ) n , where n can from 2 to 20, preferably from 2 to 10 and R represents a perfluoroalkyl moiety of formula C m F2m + i with m ranging from 1 to 10, preferably 4 to 8, chosen from those having the characteristics defined above above ; mention may be made of perfluoroalkylated fatty acid monoesters and sugars such as sucrose, the monoester function being able to be represented by the formula R F (CH 2) n C (O), where n may range from 2 to 10 and R F represents
  • Polyelectrolytes having fatty perfluoroalkyl side groups such as polyacrylates having R F (CH 2 ) n groups in which n can range from 2 to 20, preferably from 2 to 10, and R F represents a perfluoroalkyl unit of formula C m F 2 m + 1 with m possibly ranging from 1 to 10, preferably from 4 to 8, chosen from those having the characteristics defined above; polyacrylates having CH 2 C 7 F 5 groups described in J. Chim. Phys. (1996) 93, 887-898 and selected from those having the characteristics defined above.
  • the amount of surfactant (T) is a function of the type of each constituent present and the nature of the surfactant used.
  • the emulsion comprises from 0.5 to 10% by weight of surfactant relative to the total weight of the emulsion (better still from 0.5 to 7% by weight).
  • the water (E) is preferably present in proportions of between 10 and 90% and preferably between 20 and 60% by weight relative to the total weight of the composition.
  • aqueous dispersions or in the emulsions it is also possible to use antifoam adjuvants, biocides, rheology modifiers, coalescing agents, dispersing agents, acidifying and neutralizing agents. bases and / or thickeners.
  • the linear, cyclic or three-dimensional polyorganosiloxane (B) and as defined above can be used in a proportion of 0.01 to 10% by weight, and preferably from 0.01 to 5% by weight. % by weight and more preferably from 0.01 to 2% by weight relative to the total weight of the composition (A).
  • a second subject of the present invention relates to hydrophobized and lubricated vegetable fibers that can be obtained by the process as described above.
  • a third object of the present invention relates to the use of hydrophobized and lubricated plant fibers according to the invention for the manufacture of an insulating material.
  • the methods of applying the treatments are well known to those skilled in the art. We can particularly mention soaking, padding, spraying. By dipping, the fibers are dipped in a tray filled with the silicone composition, dewatered and then dried.
  • the padding application involves immersing the fibers in a tray filled with the silicone-based composition and squeezing them between two rolls held against each other by a measured pressure. This technique makes it possible to deposit a determined quantity of silicone. Drying is carried out continuously following padding at temperatures between 120 ° and 160 ° C. The immersion can be done in an aqueous medium or solvent.
  • the impregnation by spraying can be carried out in several passages to better penetrate the heart of the plant fibers.
  • drying step which can be natural at ambient temperature or forced at temperature. In the case of fast drying, it is advisable not to exceed 160 ° C.
  • Natural insulation comes in many forms: in panels, rolls or flakes in bulk (deposited or insufflated).
  • a final object of the present invention is to propose new insulating materials comprising the hydrophobized and lubricated vegetable fibers according to the invention.
  • BLUESIL TM FLD 47V350 sold by Bluestar Silicones: non-reactive polydimethylsiloxane oil (PDMS), viscosity approximately 350 mm 2 / s at 25 ° C.
  • BLUESIL TM WR 68 sold by Bluestar Silicones: Methyl hydrogen reactive polysiloxane (SiH) oil, viscosity approximately 25 mm 2 / s at 25 ° C.
  • Epoxy-functional silicone oil (SiEpoxy) with about 0.09 mole of epoxy for
  • (B1) polydimethylsiloxane comprising M units bearing an ethoxy function and at least one D unit carrying a function - (CH 2 ) 3 -NH 2 , with 0.2% nitrogen by weight relative to the weight oil and a viscosity of approximately 300 mm 2 / s at 25 ° C.
  • the emulsions are prepared as follows:
  • Emulsions (ED (E2) and (E3)
  • Emulsion 1 (PDMS): consisting of 56% by weight of a non-reactive poly (dimethyl) siloxane oil Bluesil 47V350.
  • Emulsion 2 (SiH): consisting of 50% by weight of a BLUESIL WR 68 reactive hydrogen polysiloxane methyl ester oil.
  • Emulsion 3 (amino silicone): consisting of 51% by weight of a silicone oil (B2).
  • the 10 g of wet plant fibers are immersed in an aqueous silicone solution containing 0.4 g of silicone emulsion in water (E1 to E3) in 100 ml of water and mixed for 1 minute.
  • Vegetable fibers treated with a PDMS oil (Comparative Nos. 1 and 4) are neither water-repellent nor lubricated.
  • Vegetable fibers treated with a polyorganosiloxane oil with SiH functions (Comparative Nos. 2 and 5) or epoxy functions (Comparative No. 6) are not water-repellent.
  • Vegetable fibers treated with an amino silane have their touch degraded.
  • Table 3 Wood Fibers - Aqueous Media
  • Polyorganosiloxane (B) (E3), Example 4 according to the invention are both water-repellent and lubricated (softening).
  • Vegetable fibers treated with a PDMS (E1) oil emulsion (Comparative No. 8) are neither water-repellent nor lubricated.
  • Plant fibers treated with an SiH (E2) functional polyorganosiloxane oil emulsion (Comparative No. 9) are not water-repellent.
  • the vegetable fibers treated with an aqueous silane amine solution (Comparative No. 10) are not water-repellent and are slightly slightly lubricated.
  • Wood fiber Water recovery (Kg / m 2 )
  • Example 5 Vegetable fibers treated with an aqueous emulsion of a polyorganosiloxane (B) (E3), Example 5 according to the invention, have a very low water recovery compared to the control (untreated fibers) and this after 2 and 24 hours.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP14767044.2A 2013-09-03 2014-09-01 Verfahren zur hydrophobierung und schmierung von pflanzenfasern Withdrawn EP3041987A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1302041 2013-09-03
PCT/FR2014/000192 WO2015033029A1 (fr) 2013-09-03 2014-09-01 Procede d'hydrofugation et de lubrification de fibres vegetales

Publications (1)

Publication Number Publication Date
EP3041987A1 true EP3041987A1 (de) 2016-07-13

Family

ID=49667217

Family Applications (1)

Application Number Title Priority Date Filing Date
EP14767044.2A Withdrawn EP3041987A1 (de) 2013-09-03 2014-09-01 Verfahren zur hydrophobierung und schmierung von pflanzenfasern

Country Status (2)

Country Link
EP (1) EP3041987A1 (de)
WO (1) WO2015033029A1 (de)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102015003373A1 (de) * 2015-03-17 2016-09-22 Michael Petry Verfahren zur Herstellung eines Dämmstoffes

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3194840A (en) 1961-12-18 1965-07-13 Procter & Gamble N, n-diloweralkyl, 1, 1-dihydrogen perfluoroalkyl amine oxides
GB1082179A (en) 1965-07-19 1967-09-06 Citrique Belge Nv Unsaturated carboxylic salt materials and derivatives thereof
BE787502A (fr) 1971-08-18 1973-02-12 Ici Ltd Mousses
JPS57191043A (en) 1981-05-21 1982-11-24 Jujo Paper Co Ltd Flaky heat-insulating and sound-proofing material and manufacture thereof
JP2649062B2 (ja) * 1988-05-30 1997-09-03 東レ・ダウコーニング・シリコーン株式会社 繊維用処理剤組成物
FR2702676B1 (fr) 1993-03-18 1995-05-19 Oreal Emulsion huile-dans-eau contenant un perfluoropolyéther, composition en comportant, procédé de préparation et utilisation en cosmétique et dermatologie.
DE102006006654A1 (de) 2005-08-26 2007-03-01 Degussa Ag Spezielle Aminoalkylsilanverbindungen als Bindemittel für Verbundwerkstoffe
DE102006039944A1 (de) * 2006-08-25 2008-02-28 Wacker Chemie Ag Verfahren zur Hydrophobierung von Holz
FR2960937B1 (fr) 2010-06-07 2013-05-17 Cavac Biomateriaux Materiau isolant
WO2012130332A1 (de) * 2011-04-01 2012-10-04 Alfred Kärcher Gmbh & Co. Kg Polysiloxan-konzentrat und verfahren zur hydrophobierung von oberflächen unter verwendung des konzentrats

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
None *
See also references of WO2015033029A1 *

Also Published As

Publication number Publication date
WO2015033029A1 (fr) 2015-03-12

Similar Documents

Publication Publication Date Title
Senthamaraikannan et al. Physico-chemical and thermal properties of untreated and treated Acacia planifrons bark fibers for composite reinforcement
EP2035489B1 (de) Aminosiloxan-öl-in-wasser-emulsion
Fahma et al. Effect of pre-acid-hydrolysis treatment on morphology and properties of cellulose nanowhiskers from coconut husk
El-Abbassi et al. A review on alfa fibre (Stipa tenacissima L.): From the plant architecture to the reinforcement of polymer composites
Aluigi et al. Composite biomaterials from fibre wastes: Characterization of wool–cellulose acetate blends
Amel et al. Effect of fiber extraction methods on some properties of kenaf bast fiber
CA2139013C (fr) Procede d'adoucissage textile non jaunissant dans lequel on utilise une composition comprenant un polyorganosiloxane
Davies et al. Structure and properties of fibres from sea-grass (Zostera marina)
EP0190069A1 (de) Behandlung einer Faserbahn erhalten auf dem Wege der Papierherstellung im Hinblick auf die Verbesserung ihrer Abmessungsstabilität und Verwendung namentlich auf dem Gebiet der Boden- oder Wandbekleidungen
Rehman et al. Ecofriendly isolation of cellulose from eucalyptus lenceolata: A novel approach
CN105401444B (zh) 一种油剂及其作为碳纤维生产助剂的应用
Fadele et al. Characterization of raffia palm fiber for use in polymer composites
Kamaruddin et al. Characterization of natural cellulosic fiber isolated from Malaysian Cymbopogan citratus leaves
Pries et al. Acetylation of wood in combination with polysiloxanes to improve water-related and mechanical properties of wood
WO2015033029A1 (fr) Procede d'hydrofugation et de lubrification de fibres vegetales
Mugaanire et al. Fibrous microcrystalline cellulose from Ficus natalensis barkcloth
KR960014524A (ko) 직물 섬유들, 피혁, 가죽에 기름-반발성과 물-반발성을 부여하는 공정
KR20230047975A (ko) 오르가노실리콘 에멀션 조성물
CN101104693A (zh) 直链羧基官能性有机硅氧烷衍生物及其用途
CA2424832C (fr) Traitement de matieres textiles avec des polyorganosiloxanes
Dias et al. Mandacaru cactus as a source of nanofibrillated cellulose for nanopaper production
EP0100720A1 (de) Papierbahn mit einem sehr hohen Latex-Anteil, ihr Herstellungsverfahren und ihre Anwendungen, insbesondere als Ersatz für imprägnierte Glasfasermatten
CN115515996A (zh) 酰胺化合物
CN108894059A (zh) 一种抗菌壁纸
WO2008000816A1 (fr) Procede pour hydrofuger un substrat

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20160404

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

AX Request for extension of the european patent

Extension state: BA ME

DAX Request for extension of the european patent (deleted)
RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: ELKEM SILICONES FRANCE SAS

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

17Q First examination report despatched

Effective date: 20200902

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20210113