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WO2025172113A1 - Compositions de résine d'organopolysiloxane, compositions durcissables, revêtements et substrats revêtus associés - Google Patents

Compositions de résine d'organopolysiloxane, compositions durcissables, revêtements et substrats revêtus associés

Info

Publication number
WO2025172113A1
WO2025172113A1 PCT/EP2025/052863 EP2025052863W WO2025172113A1 WO 2025172113 A1 WO2025172113 A1 WO 2025172113A1 EP 2025052863 W EP2025052863 W EP 2025052863W WO 2025172113 A1 WO2025172113 A1 WO 2025172113A1
Authority
WO
WIPO (PCT)
Prior art keywords
curing
resin composition
initiator
units
curable
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.)
Pending
Application number
PCT/EP2025/052863
Other languages
English (en)
Inventor
Timothy MCCORMACK
Amanda SCHMOTZER
Forough ZAREAN SHAHRAKI
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.)
Wacker Chemie AG
Original Assignee
Wacker Chemie AG
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 Wacker Chemie AG filed Critical Wacker Chemie AG
Publication of WO2025172113A1 publication Critical patent/WO2025172113A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/10—Block or graft copolymers containing polysiloxane sequences
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/12—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes
    • C08F283/124—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes on to polysiloxanes having carbon-to-carbon double bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
    • C08G77/18—Polysiloxanes containing silicon bound to oxygen-containing groups to alkoxy or aryloxy groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups

Definitions

  • the present invention relates to dual-curable resin compositions based on branched organopolysiloxanes. When cured, these resin compositions may be used as protective coatings that impart excellent stain and moisture resistance to architectural substrates such as wood, concrete, stone, brick, or stucco.
  • Protective coatings are essential for the preservation and long-term durability of architectural substrates.
  • common substrates such as wood or concrete are exposed to moisture, chemicals, abrasion, and household chemicals causing staining and damage.
  • these substrates can be exposed to weathering, mechanical stresses caused by temperature and moisture fluctuations, and microbiological degradation.
  • a protective coating must balance weatherability, chemical resistance, and moisture resistance. To increase operational efficiency and minimize the down time, it is important for a coating to have short cure times. Existing coatings are unable to meet both requirements simultaneously, creating a need for a new high-performance rapid-cure coating.
  • protective coatings particularly for outdoor applications, need to withstand prolonged weathering.
  • Weathering describes the degradation of both the protective coating and the underlying substrate from exposure to UV radiation, moisture, and wind. Wood is particularly susceptible to UV degradation and the effects of water or moisture absorption. UV radiation promotes oxidation of the lignin, decreasing the cohesive strength of the cellulosic structure, and causing delamination. Moisture absorption from rain or standing water causes swelling, shrinking, cracking, and mechanical stresses within the substrates and any protective coatings applied. Freeze/thaw cycles may further accelerate the degradation of substrates which have absorbed moisture. Substrates may also be scoured by wind and wind-driven particles, contributing to uneven wear on different areas where dirt and mold can accumulate. In addition to weathering, the highly porous nature of many architectural substrates allows chemicals to easily penetrate the substrate, leaving a permanent discoloration through bleaching or staining.
  • a curable composition as a protective coating can mitigate the aforementioned problems.
  • a suitable protective coating seals the pores of substrates to prevent the ingress of moisture, dirt, or chemicals and forms a film on the surface of the substrate acting as an additional barrier.
  • Polysiloxane-based curable coatings have been popular in the market due to their durability and protective properties, which results from the unique hydrophobicity of silicones and the strong silicone-oxygen bonds in the polysiloxane network.
  • existing polysiloxane-based coatings use a slow moisture cure process. The moisture cure process may require up to several weeks depending on the use of a catalyst, the catalyst type, and catalyst concentration.
  • an objective of the present invention is to provide a polysiloxane-based coating having high durability and protective properties with a rapid curing process.
  • a resin composition for use with an initiator including a branched organopolysiloxane.
  • the branched organopolysiloxane may have a specified degree of branching characterized by the quantity of T units and Q units.
  • the branched organopolysiloxane may also be selected to have a specific acrylate content of 4 to 15 acrylates per chain and a specific residual alkoxy content to achieve the satisfactory performance of the curable composition.
  • the resin composition may be dual curable, with a first curing step radiation curing or thermal curing, followed by a second moisture curing step.
  • the radiation curing step may include UV curing, electron beam (EB) curing, or LED curing.
  • the resin composition may include additives such as viscosity modifiers, synergists, surface additives, rheological modifiers, UV stabilizers, pigments, fillers, or matting agents to achieve the desired coating performance.
  • additives such as viscosity modifiers, synergists, surface additives, rheological modifiers, UV stabilizers, pigments, fillers, or matting agents to achieve the desired coating performance.
  • the resin composition may be disposed with an initiator to form a curable composition.
  • the curable composition may be applied to a porous substrate and cured to form a coating.
  • a coated substrate includes a porous substrate with a coating covering one or more surfaces of the porous substrate.
  • FIG. 1 is a photograph illustrating shrinking and cracking of coating made from an existing resin composition.
  • FIG. 2 is a photograph illustrating the results of a chemical resistance test.
  • Radiation-curing is a rapid crosslinking method based on radical polymerization that could be triggered by different sources of radiation such as Ultra-Violet (UV) and Electron-Beam (EB). Radiation and/or the combination of radiation with moisture curing can result in fast curing and short dry-to-touch times (in a matter of minutes), which will significantly reduce the lead times in the manufacturing sites.
  • UV Ultra-Violet
  • EB Electron-Beam
  • the existing radiation-curable organopolysiloxane-based curable compositions inlcude linear organopolysiloxanes prepared by hydrosilylating an ethylenically unsaturated compound such as acrylate monomers with a silane or polysiloxane bearing silicone-bonded hydrogen. This process is described in US11180680B2 and US2003/0064232A1 . However, when linear organopolysiloxanes are incorporated into resin compositions, the resulting coatings have a low crosslink density, contributing to poor thermal stability and high water uptake.
  • the resin composition is provided for use with an initiator, which includes a branched organopolysiloxane and optional additives.
  • the branched organopolysiloxane is selected to have a certain degree of branching, acrylate functionalities, and residual alkoxy content.
  • highly branched radiation-curable organopolysiloxanes offer superior protection when used in a resin composition.
  • Such highly branched organopolysiloxanes can be prepared by hydrolysis reaction and subsequent dehydration condensation reaction of silicon- bonded detachable or hydrolysable groups of a silicone compound having a polymerizable ethylenically unsaturated group and a condensable hydroxyl or alkoxy group.
  • a desirable characteristic of these reactive silicones is that they react exclusively through the intended reactive organic functionality, or in other words, have “defined reactivity.”
  • the structure of the highly branched organopolysiloxane may be understood as an arrangement of M units, D units, T units, and Q units, defined as follows:
  • Suitable R groups include linear alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl, octadecyl, etc., branched alkyl groups such as 2-butyl, and ethylhexyl; cycloalkyl groups such as cyclopentyl, cyclohexyl, methylcyclohexyl, and cyclohexylmethyl; alkenyl groups such as vinyl, co-hexene, and allyl, preferably vinyl; aryl groups such as phenyl and napthyl; alkaryl groups such as tolyl and xylyl; and arylalkyl groups such as benzyl, and the a- and [3- phenylethyl groups. This list is non-limiting.
  • suitable R groups include substituted non-reactive groups and halo- substituted hydrocarbon groups such as fluorinated and chlorinated hydrocarbon groups, for example, perfluoropropyl, chloropropyl, chloroethyl, o-, m-, and p-chlorophenyl, and the like, and hydrocarbon groups substituted with cyano groups, hydroxyl groups or alkoxy groups (including polyoxyalkylene groups).
  • R 1 is an acrylate group or a methacrylate group Si-O bonded to silicon and OR 2 is an Si-O bonded alkoxy group, wherein R 2 is a non-reactive organic group selected from the same list as R. Therefore, the structure of the branched organopolysiloxane can be characterized as:
  • M units represent a termination point of the structure
  • D units represent linear portions of the structure
  • T units and Q units represent branching points of the branched organopolysiloxane.
  • degree of branching can be characterized by the relative amounts of T units and Q units in the branched organopolysiloxane.
  • n may be 1 to 10,000, preferably 2 to 1000, more preferably 2 to 100, o is 0 to 100, preferably 15 to 85, more preferably 20 to 40, p is 0 to 10, preferably 0 to 5, more preferably 0. It is preferable to limit p, corresponding to the number of Q units, to only those present as an unavoidable consequence of the hydrolytic condensation. In the most preferred embodiment, the branched organopolysiloxane contains no Q units, thus p may be 0.
  • the branched organopolysiloxane has a residual alkoxy content of 0.2 to 3.0 wt%, preferably 0.3 to 2.0 wt%, more preferably 0.5 to 1.5 wt%, based on a total weight of the branched organopolysiloxane. It may be desirable to limit the proportion of residual alkoxy groups, as residual alkoxy groups further crosslink in the presence of moisture. As a result, curable compositions with an excess residual alkoxy content demonstrate cracking, shrinkage, and voids from the outgassing of condensation reaction alcohol. The outgassing and resulting coating damage may occur as early as the initial cure.
  • the reactive organopolysiloxanes are prepared via direct condensation reaction of silicon- bonded detachable or hydrolyzable groups of a silicone compound, preferably alkoxy groups, with hydroxy-bearing reagents that also bear polymerizable ethylenically unsaturated groups.
  • the condensation takes place generally with the aid of an acidic or basic condensation catalyst such as an alkali metal hydroxide.
  • an acidic or basic condensation catalyst such as an alkali metal hydroxide.
  • Methods and conditions of condensation of silanes are well known in the art.
  • Liberated alcohol is removed, for example as an overhead, and the amount of alcohol collected, e.g., in a cooled condenser, may be used to assess the progress of condensation.
  • hydroxy- and ethylenically unsaturated-bearing reagents include but are not limited to linear or branched c1-c12 alkyl esters of (meth)acrylic acid such as 2-hydroxyethyl, 2- or 3-hydroxy-propyl or 2-, 3- or 4-hydroxybutyl (meth)acrylates.
  • Examples of such compounds include but are not limited to, glycerol mono-, and di- (meth)acrylate, glycerol 1 ,3-diglycerolate di(meth)acrylate, and Pentaerythritol di-, tri-, or tetra- (meth)acrylate.
  • Other suitable examples could be the reaction product of (meth)acrylic acid with epoxy-functional components, such as 2-Hydroxy-3-phenoxy propyl acrylate and bisphenol A glycidyl dimethacrylate.
  • the epoxy-functional component could be optionally selected from biorenewable based materials such as epoxidized plant oils. Examples of such products include acrylated epoxidized- soybean oil, caster oil, palm oil, linseed oil, and canola oil.
  • the resin composition may contain 60 to 100 wt% of the branched organopolysiloxane, preferably 90 to 97 wt%, more preferably 80 to 95% by weight of the total composition.
  • the resin composition may be used with a variety of initiators known in the art to form a curable composition.
  • initiators include photoinitiators for UV curing, accelerators for high-energy radiation curing, and peroxides or azo compounds for thermal curing.
  • the curable composition may optionally include flow agents to improve flow characteristics.
  • Suitable flow agents include reactive and non-reactive acrylic or silicone- based flow agents.
  • Preferred flow agents include polymerizable flow agents that can become part of the polymer network. Such flow agents are commercially available, for example those sold under the tradename BYK-UV 3535 by BYK USA Inc.
  • the curable composition may optionally include matting agents to reduce gloss and maintain the natural appearance of wood or cementitious substrates.
  • pigments and/or fillers may be used to formulate a resin composition that can function as a wood stain or an opaque paint for wood and cementitious substrates.
  • the type and concentration of photoinitiators may be adjusted based on desired pigment volume concentration, dry film thickness, and rate of cure to achieve a suitable cure response.
  • the first curing step may include exposure to high-energy radiation, such as electron beam radiation or cobalt 60 radiation.
  • high-energy radiation such as electron beam radiation or cobalt 60 radiation.
  • Procedures for electron beam curing are well-known in the art.
  • a suitable radiation exposure dose is about 2 to 20 megarads.
  • the radiation exposure dose will vary depending on the specific equipment used to deliver the electron beam.
  • a dose calibration model may be defined based on the specific equipment used.
  • Such radiation curing may be done without initiators, but accelerators may be added. Suitable accelerators include trialylcyanurate isocyanurate.
  • the disclosed curable compositions can be applied to at least one surface of a porous substrate and cured to form a coating, resulting in a coated substrate.
  • Suitable porous substates include wood, wood products and wood composites such as, plywood, fiberboards, particleboards, laminated veneer lumber, oriented strand lumber, cross-laminated timber, stone and synthetic stone products, tile, brick, cementitious materials such as concrete, stucco, tile, brick, pavers, and other non-metallic porous substrates such as ceramic and ceramic products, and plastic products such as fiber glass.
  • branched organopolysiloxane examples include Samples S1 to S4.
  • curable compositions examples include Examples 1- 5, which are described below. Comparative Examples 1-3, which are not part of the invention, are also described below.
  • Samples S1 to S4 are resin compositions prepared from an alkoxy-functional organopolysiloxane, one or more ethylenically unsaturated hydroxy- and acrylate-bearing reagents, and a catalyst.
  • the ethylenically unsaturated hyrdoxy- and acrylate-bearing reagents were 2-hydroxyethylacrylate, 2-hydroxyethylmethacrylate, Pentaerythritol triacrylate, and combinations thereof.
  • the reagents were charged to a 500 ml reaction flask and blanketed with nitrogen gas. To begin hydrolytic condensation, the condensation catalyst was slowly added. The contents were stirred without heating for 15 minutes. The temperature was then increased to 55°C. The reaction mixture was refluxed under partial vacuum at 55°C until the appropriate amount of alcohol was collected in a cooled trap.
  • Table 1 The charges and product properties are reported in Table 1.
  • SILRES® IC232 is a methoxy-functional methyl/phenyl organopolysiloxane containing about 20 weight percent alkoxy groups, available from Wacker Chemical Corp., Adrian, Michigan.
  • DPGDA is dipropyleneglycol diacrylate and is available from BASF.
  • Speedcure 2022 is a formulated blend of type I photoinitiators available from Arkema.
  • 5 SpeedBlock UV-92 is a blend of hindered amines including Bis( 1 ,2,2,6,6-pentamethyl-4-piperidyl)sebacate, and Methyl(1 ,2,2,6, 6-penta-4-piperidyl)sebacate available from Arkema.
  • SpeedBlock 1130 is a UV stabilizer from hydroxyphenyl benzotriazole class available from Arkema.
  • BYK-UV 3535 is a crosslinkable surface additive for radiation-curable systems for improving leveling and recoatability, available from BYK.
  • the curable compositions of Examples 1-5 and Comparative Examples 1-3 were applied to concrete and wood substrates.
  • the curable compositions were applied to concrete panels using foam brushes to achieve a dry film thickness of about 2 mils (50 pm).
  • the curable composition was then cured with 3 passes under UV radiation.
  • a UV-mercury system (LC6B Benchtop Conveyor by Heraeus Noblelight FUSION UV Systems, Inc.) with a D-bulb was used to cure the curable composition.
  • the conveyor belt speed was set at 15 ft/min (4.5 m/min), which provided an energy density of ⁇ 838 mJ/cm 2 per pass.
  • a first thin layer of the curable composition was brush-applied to the panels to seal the pores in the wood.
  • the first thin layer was cured using the same process as the concrete panels, forming a first coat.
  • the first coat was sanded using 400-grit sandpaper.
  • a second thin layer was then brush-applied to achieve a dry film thickness of about 2 mils (50 pm) and cured to form a second coat.
  • the organopolysiloxane-based coatings (Examples 2-4 and Comparative Example 1) have significantly higher mass residues and 50% decomposition temperatures compared to acrylate-based control coatings (Comparative Examples 2-3). Therefore, the organosiloxane-based coatings demonstrate outstanding thermal stability compared to existing acrylate-based UV-curable curable compositions.
  • the results also show that by increasing the organic content of the coatings (e.g., the addition of DPGDA monomer), the thermal stability reduces. This is due to the higher energy of Si-O bond (about 452 kJ/mol) backbone than the C-O bond (358.0 kJ/mol) and the C-C bond (347.0 kJ/mol).
  • the coatings were evaluated for stain resistance against common household and industrial chemicals.
  • the test chemicals were applied to a wood sample coated with the sample curable compositions.
  • the curable compositions were exposed to the test chemicals for 2 hours and 24 hours at room temperature. Following the exposure period, the test chemicals were removed by rinsing under tap water and rubbing with a soft sponge.
  • the curable compositions were then visually examined for graying, whitening, spotting, softening, discoloration, and other film deteriorations.
  • the stain resistance of the curable compositions was assigned a rating from 0-5, as described below. 5 - No Failure
  • the coatings were further evaluated for their water absorption.
  • the coatings prepared in the examples and the comparative examples were applied to the bottom and sides of a rectangular 3 inch by 6 inch (7.5 cm by 15 cm) concrete panel.
  • the coated concrete panel was placed on a sponge that is submerged in a water bath. The level of the water bath was set at the top of the sponge to ensure that only the coated surfaces of the concrete panel were exposed to water.
  • the coatings were continuously exposed to water for 24 hours. After 24 hours, the panels were removed, and any excess water was wiped from the surface and sides of the panels using a damp sponge. The coated concrete panels were then weighed to determine the water uptake. The % water uptake was calculated according to the equation: 100 where G is the percent water uptake, W1 is the weight of uncoated concrete panel after 24 hours, and W 2 is the weight of the coated concrete panels after 24 hours. Samples were run in duplicates and the average weights were used to calculate the water uptake. The results of the water uptake test are displayed in Table 5 below:
  • Organopolysiloxane-based coatings showed significantly lower water uptake compared to acrylate-based coatings.
  • the decreased water uptake is likely due to the hydrophobic nature of the polysiloxanes.
  • the decreased water uptake leads to a decrease in staining and can mitigate damage caused by moisture or freeze/thaw expansion.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Paints Or Removers (AREA)

Abstract

Une composition de résine, une composition durcissable et un substrat revêtu sont proposés. La composition de résine comprend un organopolysiloxane ramifié, l'organopolysiloxane ramifié comprenant la structure MmDnToQp, m étant sélectionné de sorte que toutes les extrémités de chaîne sont terminées par M unités, n étant compris entre 1 et 10 000, o étant compris entre 1 et 100, et p étant compris entre 0 et 10. L'organopolysiloxane ramifié possède une structure de multiples chaînes, chaque chaîne possédant des groupes acrylate. Sont également proposés une composition durcissable comprenant la composition de résine et un initiateur, et un substrat revêtu, la composition de résine étant disposée avec un initiateur sur la surface d'un substrat poreux.
PCT/EP2025/052863 2024-02-14 2025-02-04 Compositions de résine d'organopolysiloxane, compositions durcissables, revêtements et substrats revêtus associés Pending WO2025172113A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US202463553365P 2024-02-14 2024-02-14
US63/553,365 2024-02-14

Publications (1)

Publication Number Publication Date
WO2025172113A1 true WO2025172113A1 (fr) 2025-08-21

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PCT/EP2025/052863 Pending WO2025172113A1 (fr) 2024-02-14 2025-02-04 Compositions de résine d'organopolysiloxane, compositions durcissables, revêtements et substrats revêtus associés

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030064232A1 (en) 2001-08-16 2003-04-03 John Allen Siloxane-containing compositions curable by radiation to silicone elastomers
EP2550250A2 (fr) 2010-03-25 2013-01-30 Sun Chemical B.V. Agents synergistes
WO2021118544A1 (fr) * 2019-12-11 2021-06-17 Wacker Chemie Ag Silicones contenant des groupes alcoxy avec des groupes fonctionnels réactifs de réactivité définie
US11180680B2 (en) 2017-09-29 2021-11-23 Shin-Etsu Chemical Co., Ltd. UV curable silicone adhesive composition and cured product thereof

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030064232A1 (en) 2001-08-16 2003-04-03 John Allen Siloxane-containing compositions curable by radiation to silicone elastomers
EP2550250A2 (fr) 2010-03-25 2013-01-30 Sun Chemical B.V. Agents synergistes
US11180680B2 (en) 2017-09-29 2021-11-23 Shin-Etsu Chemical Co., Ltd. UV curable silicone adhesive composition and cured product thereof
WO2021118544A1 (fr) * 2019-12-11 2021-06-17 Wacker Chemie Ag Silicones contenant des groupes alcoxy avec des groupes fonctionnels réactifs de réactivité définie

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