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EP1525351B1 - Procede de traitement par impregnation de textiles architecturaux par une composition silicone reticulable en elastomere - Google Patents

Procede de traitement par impregnation de textiles architecturaux par une composition silicone reticulable en elastomere Download PDF

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Publication number
EP1525351B1
EP1525351B1 EP03750833.0A EP03750833A EP1525351B1 EP 1525351 B1 EP1525351 B1 EP 1525351B1 EP 03750833 A EP03750833 A EP 03750833A EP 1525351 B1 EP1525351 B1 EP 1525351B1
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EP
European Patent Office
Prior art keywords
silicone
optionally
architectural
ink
units
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.)
Expired - Lifetime
Application number
EP03750833.0A
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German (de)
English (en)
French (fr)
Other versions
EP1525351A2 (fr
Inventor
Géraldine MARTIN
Jean-Luc Perillon
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.)
Tissage et Enduction Serge Ferrari SA
Original Assignee
Tissage et Enduction Serge Ferrari SA
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Publication date
Application filed by Tissage et Enduction Serge Ferrari SA filed Critical Tissage et Enduction Serge Ferrari SA
Priority to SI200332581T priority Critical patent/SI1525351T1/sl
Publication of EP1525351A2 publication Critical patent/EP1525351A2/fr
Application granted granted Critical
Publication of EP1525351B1 publication Critical patent/EP1525351B1/fr
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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
    • D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
    • D06N3/12—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins
    • D06N3/128—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins with silicon polymers
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/249921—Web or sheet containing structurally defined element or component
    • Y10T428/249924—Noninterengaged fiber-containing paper-free web or sheet which is not of specified porosity
    • Y10T428/24994—Fiber embedded in or on the surface of a polymeric matrix
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31652—Of asbestos
    • Y10T428/31663—As siloxane, silicone or silane

Definitions

  • the invention relates to the treatment of fibrous materials (in particular flexible supports such as woven supports or nonwoven supports), by a silicone elastomer composition vulcanizable by hydrosilylation (polyaddition), in particular of the two-component type (known as RTV-2). .
  • the invention relates to the production of architectural silicone membranes obtained by impregnating an architectural textile, particularly but not limited to a glass fabric or a fabric of synthetic fibers such as polyester, by means of the silicone composition-especially RTV2-type referred to above.
  • the invention also relates to architectural silicone membranes obtained by impregnating an architectural textile, in particular but not limited to a glass fabric, by means of the silicone composition - especially RTV2- type referred to above.
  • the silicone coating is defined as the action of coating a textile, using a crosslinkable liquid silicone composition, and then cross-linking the coated film on the support, so as to produce a coating intended in particular to protect it to give it particular qualities, for example to give it characteristics of hydrophobicity / oleophobicity, waterproofing or improved mechanical properties or even to change the appearance.
  • Impregnation is defined as the action of penetrating a very fluid fluid based on crosslinkable silicone inside a fibrous support (core penetration) and then crosslink the silicone to give the textile properties of the type mentioned above.
  • silicone elastomer coatings on architectural textiles have many advantages related to the intrinsic characteristics of silicones. These In particular, composites have good flexibility, good mechanical strength and improved fire behavior. Moreover, unlike traditional elastomers, silicones give them, among other things, an appropriate protection because of their hydrophobicity and their excellent resistance to chemical, thermal and climatic aggressions as well as a long life.
  • the method of depositing silicones by coating may have shortcomings. Indeed, the architectural fabrics exposed to bad weather must not have any effect of capillary rise from the edges, which would be detrimental to their aesthetics and their life span. However, the coating does not represent an effective technique for the protection of fibrous materials against the phenomenon of capillary rise.
  • liquid silicone compositions known for impregnating textiles are fluid silicone solutions or emulsions.
  • liquid silicone compositions consisting of silicone oils, for example of the RTV-2 type, could not be used for textile impregnation.
  • EP0646672A1 discloses a coated fabric for the manufacture of "Air Bag” airbags.
  • the liquid silicone coating composition, crosslinkable elastomer by polyaddition, is obtained by mixing a portion A and a portion B.
  • This silicone coating composition comprises 50% by weight of pyrogenic silica, 25% by weight of a vinyl-end polydimethylsiloxane of viscosity 20000 mPa.s, about 12% by weight of a vinyl-end polydimethylsiloxane of viscosity 4000 mPa.s, 9.5% by weight of aluminum hydrate, 3% by weight weight of a methylhydrogenpolysiloxane of viscosity 50 mPa.s, 0.07% of ethynylcyclohexanol and 0.073% by weight of platinum with catalyst and optionally an adhesion promoter based on epoxyalkoxysilane and / or vinyl trimethoxysilane.
  • the viscosity of the silicone coating composition A + B according to D1 is very much greater than 7000 mPa.s at 25 ° C., which renders it unfit for textile impregnation.
  • the inventors have sought to develop a treatment process at least by impregnation of architectural textiles, by application of a liquid silicone oil-based composition (s), crosslinkable elastomer, said method to have in particular to specifications to allow obtaining architectural textiles treated heart and surface, so as to have improved properties in terms of mechanical reinforcement, water repellency, waterproofing, appearance, fireproofing and especially resistance to capillary rise.
  • a liquid silicone oil-based composition (s), crosslinkable elastomer said method to have in particular to specifications to allow obtaining architectural textiles treated heart and surface, so as to have improved properties in terms of mechanical reinforcement, water repellency, waterproofing, appearance, fireproofing and especially resistance to capillary rise.
  • Another objective sought by the inventors is the manufacture of architectural silicone membranes formed by composites based on architectural textiles and silicone, which membranes have good mechanical properties and resistance to capillary rise, these composites being capable of being produced. by impregnation according to the process of the invention.
  • liquid silicone composition the liquid phase of which is essentially or even exclusively formed by a or more crosslinkable silicone oil (s), especially cold, elastomer, could be used in a treatment process by impregnating fibrous supports, to give them mechanical properties and properties of resistance to capillary rise very satisfactory.
  • All the viscosities referred to in the present application correspond to a dynamic viscosity quantity at 25 ° C., ie the dynamic viscosity which is measured, in a manner known per se, at a speed gradient of shear sufficiently low that the viscosity measured is independent of the speed gradient.
  • At least one step III is provided, in which the liquid silicone application stage Ii ⁇ 2 is a coating using a silicone composition crosslinkable liquid made of elastomer.
  • the fact of carrying out a treatment combining at least one impregnation and at least one silicone coating is a pledge of quality for architectural textiles whose properties are sought to be modified, in particular resistance to capillary rise, without prejudice to the other mechanical properties. water repellency, fire resistance, appearance.
  • the fluidity of the silicone coating liquid is less than that of the silicone impregnating liquid.
  • the silicone oil compositions including the impregnating fluid compositions, used in the process according to the invention comprise a mixture of polyorganosiloxanes (a) and (b).
  • the polyorganosiloxane (a) may be very predominantly formed of units of formula (a.1) or may contain, in addition, units of formula (a.2). Similarly, it can have a linear structure. Its degree of polymerization is preferably between 2 and 5,000.
  • W is generally chosen from methyl, ethyl and phenyl radicals, at least 60 mol% of the radicals W being methyl radicals.
  • siloxyl units of formula (a.1) are the vinyldimethylsiloxane unit, the vinylphenylmethylsiloxane unit and the vinylsiloxane unit.
  • siloxyl units of formula (a.2) are SiO 4/2 , dimethylsiloxane, methylphenylsiloxane, diphenylsiloxane, methylsiloxane and phenylsiloxane units.
  • polyorganosiloxanes (a) are dimethylvinylsilyl-terminated dimethylpolysiloxanes, methylvinyldimethylpolysiloxane copolymers with trimethylsilyl ends, methylvinyldimethylpolysiloxane copolymers with dimethylvinylsilyl ends, cyclic methylvinylpolysiloxanes.
  • the dynamic viscosity ⁇ d of this polyorganosiloxane (a) is between 0.01 and 200 Pa.s, preferably between 0.01 and 100 Pa.s.
  • the POS (a) comprises at least 98% siloxyl units D: -R 2 SiO 2/2 with R corresponding to the same definition as W or Z, this percentage corresponding to a number of units per 100 silicon atoms .
  • polyorganosiloxane (b) mention may be made of poly (dimethylsiloxane) (methylhydrogensiloxy) ⁇ , ⁇ dimethylhydrogensiloxane.
  • the polyorganosiloxane (b) may be formed solely of units of formula (b.1) or in addition comprises units of formula (b.2).
  • the polyorganosiloxane (b) may have a linear, branched, cyclic or lattice structure.
  • the degree of polymerization is greater than or equal to 2. More generally, it is less than 100.
  • the dynamic viscosity ⁇ d of this polyorganosiloxane (b) is between 5 and 1000 mPa.s, preferably between 10 and 100 mPa.s.
  • Group L has the same meaning as group Z above.
  • Examples of units of formula (b.1) are: H (CH 3 ) 2 SiO 1/2 , HCH 3 SiO 2/2 , H (C 6 H 5 ) SiO 2/2.
  • POS (a) and (b) may consist of mixtures of different silicone oils.
  • the proportions of (a) and (b) are such that the molar ratio of the silicon-bonded hydrogen atoms in (b) to the silicon-bonded alkenyl radicals in (a) is between 0.4 and 10.
  • the silicone phase of the composition comprises at least one polyorganosiloxane resin (g), comprising at least one alkenyl residue in its structure, and this resin has a weight content of alkenyl group (s) of between 0.1 and 20% by weight and, preferably, between 0.2 and 10% by weight.
  • these resins are branched organopolysiloxane oligomers or polymers well known and commercially available. They are preferably in the form of siloxane solutions.
  • the radicals R are identical or different and are chosen from linear or branched C 1 -C 6 alkyl radicals, C 2 -C 4 alkenyl phenyl radicals and 3,3,3-trifluoropropyl radicals.
  • R alkyl radicals methyl, ethyl, isopropyl, tert-butyl and n-hexyl radicals
  • R radicals alkenyls vinyl radicals
  • a portion of the radicals R are alkenyl radicals.
  • oligomers or branched organopolysiloxane polymers that may be mentioned include MQ resins, MDQ resins, TD resins and MDT resins, the alkenyl functions that may be carried by the M, D and / or T units.
  • vinylated MDQ or MQ resins having a weight content of vinyl groups of between 0.2 and 10% by weight, these vinyl groups being borne by the M and / or D units.
  • This structural resin is advantageously present in a concentration of between 10 and 70% by weight relative to all the constituents of the composition, preferably between 30 and 60% by weight and, more preferably, between 40 and 60% by weight. in weight.
  • the polyaddition reaction is well known to those skilled in the art. It is also possible to use a catalyst in this reaction. This catalyst may especially be chosen from platinum and rhodium compounds. In particular, it is possible to use platinum complexes and an organic product described in the patents.
  • the amount by weight of catalyst (c), calculated as the weight of platinum-metal is generally between 2 and 400 ppm, preferably between 5 and 100 ppm based on the total weight of the polyorganosiloxanes (a) and (b). ).
  • the proportions of (d.1), (d.2) and (d.3), expressed in% by weight relative to the total of the three, are preferably as follows: d .1 ⁇ 10 d .2 ⁇ 10 d .3 ⁇ 80.
  • this adhesion promoter (d) is preferably present in a proportion of 0.1 to 10%, preferably 0.5 to 5% and more preferably still 1 to 2.5% by weight relative to all the constituents of the composition.
  • a load (e) which will preferably be mineral. It may consist of products chosen from siliceous materials (or not).
  • siliceous materials they can act as reinforcing or semi-reinforcing filler.
  • the reinforcing siliceous fillers are chosen from colloidal silicas, silica powders of combustion and precipitation or their mixture.
  • These powders have an average particle size generally less than 0.1 ⁇ m and a BET specific surface area greater than 50 m 2 / g, preferably between 100 and 300 m 2 / g.
  • siliceous fillers such as diatomaceous earth or ground quartz can also be used.
  • non-siliceous mineral materials they can be used as semi-reinforcing mineral filler or stuffing.
  • these non-siliceous fillers that can be used alone or in a mixture are carbon black, titanium dioxide, aluminum oxide, hydrated alumina, expanded vermiculite, zirconia, zirconate, unexpanded vermiculite, calcium carbonate, zinc oxide, mica, talc, iron oxide, barium sulphate and slaked lime.
  • These fillers have a particle size generally of between 0.01 and 300 ⁇ m and a BET surface area of less than 100 m 2 / g.
  • the filler employed is a silica.
  • the filler may be treated using any suitable compatibilizing agent and in particular hexamethyldisilazane.
  • suitable compatibilizing agent and in particular hexamethyldisilazane.
  • an amount of filler of between 5 and 30, preferably between 7 and 20% by weight relative to all the constituents of the composition.
  • Such a retarder (f) is present at a maximum of 3000 ppm, preferably at 100 to 2000 ppm relative to the total weight of the organopolysiloxanes (a) and (b).
  • the functional additives (h) may be covering products such as, for example, pigments / dyes or stabilizers.
  • composition may, for example, consist of part A comprising compounds (d.1) and (d.2) while part B contains compound (d.3).
  • a filler it is advantageous to first prepare a primary mash by mixing a mineral filler, at least a portion of the POS (b), as well as at least a portion of the polyorganosiloxane (a). ).
  • This mashing serves as a base for obtaining, on the one hand, a part A resulting from the mixture of the latter with the polyorganosiloxane (b) optionally a crosslinking inhibitor and finally the compounds (d.1) and (d.2) of the promoter. (d).
  • Part B is made by mixing a portion of the mash referred to above and polyorganosiloxane (a), catalyst (Pt) and compounds (d.3) of the promoter (d).
  • the viscosity of the parts A and B and their mixture can be adjusted by varying the amounts of the constituents and by choosing the polyorganosiloxanes of different viscosity.
  • one or more functional additives (h) are used, they are distributed in parts A and B according to their affinity with the content of A and B.
  • RTV-2 ready-to-use silicone elastomer composition
  • any suitable impregnation means eg padding
  • any suitable impregnation means eg squeegee or cylinder
  • the crosslinking of the liquid silicone (fluid) composition applied to the architectural textile to be impregnated, or even to be coated is generally activated for example by heating the impregnated architectural textile, even coated, at a temperature of between 50 and 200 ° C., taking into account obviously, the maximum resistance of the support to heat is taken into account.
  • Another object of the invention is constituted by an architectural silicone membrane that can be obtained by the method according to the invention ( architectural textile / silicone composite):
  • This composite membrane is characterized in that it is impregnated in the core of crosslinked silicone elastomer obtained from a liquid silicone composition, as defined above in the context of the description of the process according to the invention, this composition being otherwise fluid and obtained using neither dilution, solubilization nor emulsification.
  • the architectural fabric used in the constitution of this membrane is formed by a fabric, a nonwoven, a knit or more generally any fibrous support selected from the group of materials comprising: glass, silica, metals, ceramics , silicon carbide, carbon, boron, basalt, natural fibers such as cotton, wool, hemp, flax, man-made fibers such as viscose, or cellulosic fibers, synthetic fibers such as polyesters, polyamides, polyacrylics, chlorofibers, polyolefins, synthetic rubbers, polyvinyl alcohol, aramids, fluorofibres, phenolics ...
  • the invention also relates to an architectural silicone membrane (architectural textile composite / crosslinked silicone elastomer ) that can be obtained by the method according to the invention or from the aforementioned two-component system, characterized by a capillary rise of less than 20 mm, preferably less than 10 mm and more preferably still equal to 0, the capillary rise being measured according to a T test.
  • architectural silicone membrane architectural textile composite / crosslinked silicone elastomer
  • the architectural silicone membrane corresponding to a coated architectural textile as defined above or obtained by the method described above constitutes a membrane of choice for the interior or exterior architecture or the sun protection, in particular because of its low capillary rise. or even zero.
  • a membrane has a weight of between 400 and 1500 g / m 2
  • Me is a methyl radical.
  • Viscosity 2.3 Pa.s
  • the silicone composition deposited is crosslinked by placing the architectural (composite) membrane resulting from test I.3-a or I.3-b in a ventilated oven at 150 ° C. for 1 min.
  • the penetration of the composition into the tissue is observed by Scanning Electron Microscopy.
  • the cliché of the figure 1 shows a sectional view of the composite obtained from Example I.3-a.
  • the corresponding scale is displayed on the image. It demonstrates the quality of the impregnation by revealing the compactness of the resulting composite.
  • This picture shows the quality of the impregnation obtained by the process object of the invention.
  • the absence of fluidizing or emulsifying solvent makes it possible to avoid the formation of solvent pockets in the matrix of the crosslinked silicone composition.
  • the capillary rise is given by the rise height of a liquid with which the end of a composite strip is in contact, according to a T test.
  • the T test is conducted as follows:
  • the capillary rise is defined by the distance H.
  • Resistance to capillary rise is inversely proportional to H.
  • the strips ( ⁇ ) of the architectural silicone membrane (composite) according to the invention have a zero capillary rise, while the control band ( ⁇ ) has a capillary rise over more than 100 mm.
  • the level of impregnation of the textile is excellent which limits the capillary rise by infiltration along the fibers of the fabric which would be poorly sheathed by the hydrophobic polymer.
  • compositions presented are as in the first example prepared cold by simple mixing. Nevertheless their preparation is done so as to have two parts, A and B, which are associated with each other in the ratio 100 A / 10 B, just before their use.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Laminated Bodies (AREA)
  • Reinforced Plastic Materials (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP03750833.0A 2002-07-30 2003-07-22 Procede de traitement par impregnation de textiles architecturaux par une composition silicone reticulable en elastomere Expired - Lifetime EP1525351B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
SI200332581T SI1525351T1 (sl) 2002-07-30 2003-07-22 Metoda za obdelavo arhitekturnih tkanin z impregnacijo z elastomernim, zamreženim silikonskim sestavkom

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR0209673A FR2843134B1 (fr) 2002-07-30 2002-07-30 Procede de traitement par impregnation de textiles architecturaux par une composition silicone reticulable en elastomere et textile architectural ainsi revetu
FR0209673 2002-07-30
PCT/FR2003/002317 WO2004013403A2 (fr) 2002-07-30 2003-07-22 Procede de traitement par impregnation de textiles architecturaux par une composition silicone reticulable en elastomere et textile architectural ainsi revetu

Publications (2)

Publication Number Publication Date
EP1525351A2 EP1525351A2 (fr) 2005-04-27
EP1525351B1 true EP1525351B1 (fr) 2018-08-08

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EP03750833.0A Expired - Lifetime EP1525351B1 (fr) 2002-07-30 2003-07-22 Procede de traitement par impregnation de textiles architecturaux par une composition silicone reticulable en elastomere

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Country Link
US (1) US20060115656A1 (tr)
EP (1) EP1525351B1 (tr)
JP (1) JP2005534481A (tr)
CN (1) CN100390352C (tr)
AU (1) AU2003269046A1 (tr)
CA (1) CA2493951A1 (tr)
DK (1) DK1525351T3 (tr)
ES (1) ES2692776T3 (tr)
FR (1) FR2843134B1 (tr)
PT (1) PT1525351T (tr)
SI (1) SI1525351T1 (tr)
TR (1) TR201816057T4 (tr)
WO (1) WO2004013403A2 (tr)

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CN116289225B (zh) * 2021-12-20 2024-04-02 四川大学 一种基于聚联硼硅氧烷改性的纤维及其制备方法
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US20060115656A1 (en) 2006-06-01
SI1525351T1 (sl) 2018-12-31
TR201816057T4 (tr) 2018-11-21
PT1525351T (pt) 2018-11-15
CN100390352C (zh) 2008-05-28
WO2004013403A2 (fr) 2004-02-12
EP1525351A2 (fr) 2005-04-27
CN1697900A (zh) 2005-11-16
JP2005534481A (ja) 2005-11-17
AU2003269046A1 (en) 2004-02-23
FR2843134B1 (fr) 2006-09-22
ES2692776T3 (es) 2018-12-05
WO2004013403A3 (fr) 2004-04-08
FR2843134A1 (fr) 2004-02-06
CA2493951A1 (fr) 2004-02-12
DK1525351T3 (en) 2018-11-19

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