WO2023056586A1 - A composition - Google Patents

A composition Download PDF

Info

Publication number
WO2023056586A1
WO2023056586A1 PCT/CN2021/122549 CN2021122549W WO2023056586A1 WO 2023056586 A1 WO2023056586 A1 WO 2023056586A1 CN 2021122549 W CN2021122549 W CN 2021122549W WO 2023056586 A1 WO2023056586 A1 WO 2023056586A1
Authority
WO
WIPO (PCT)
Prior art keywords
component
weight
radicals
composition
silane
Prior art date
Application number
PCT/CN2021/122549
Other languages
English (en)
French (fr)
Inventor
Yihua Wang
Dinghao ZHONG
Shenzhen LUO
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
Priority to CN202180101150.XA priority Critical patent/CN117795011A/zh
Priority to PCT/CN2021/122549 priority patent/WO2023056586A1/en
Publication of WO2023056586A1 publication Critical patent/WO2023056586A1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions of 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; Compositions of derivatives of such polymers
    • C08L83/04Polysiloxanes
    • C08L83/08Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32Polymers modified by chemical after-treatment
    • C08G65/329Polymers modified by chemical after-treatment with organic compounds
    • C08G65/336Polymers modified by chemical after-treatment with organic compounds containing silicon
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02Polyalkylene oxides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/22Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/26Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/80Siloxanes having aromatic substituents, e.g. phenyl side groups

Definitions

  • the present invention relates to the technical field of building materials and is especially related to the field of tile/brick joints.
  • CN109181609A discloses a caulking agent, which contains silane-modified polyether, reinforcing filler, adhesion curing accelerator (amino silane and epoxy silane) and the like. Among them, after the products obtained in each embodiment are cured at room temperature, the obtained products have the Shore A hardness between 65 and 88, the surface drying time between 13 and 40 min, and the shear strength between 2.5 and 3.5 MPa.
  • CN103756619B discloses a flame-retardant sealant, which contains silane-modified polyether, fumed silica, aminopropyltrimethoxysilane, epoxytrimethoxysilane and 50-120 parts of plasticizer.
  • the plasticizer is one or a combination of mineral oil, methyl silicone oil, phenyl silicone oil or hydroxy silicone oil, especially methyl silicone oil with a viscosity of 1000 mPa. s.
  • CN102660214A discloses a one-component flame-retardant sealant, which contains silane-modified polyether, filler, flame-retardant filler and plasticizer.
  • the plasticizer may be mineral oil with a viscosity of 100 mPa ⁇ s. After curing, the obtained product has a Shore A hardness of 32 and a tensile strength of 2.12 MPa.
  • the organic silicon caulking agent or sealant in the prior art is easy to adhere to the outer surface of the ceramic/porcelain tile and is not easy to be removed.
  • the invention discloses a composition, the cured product of which has excellent durability, and low oil penetration and is not easy to be stained. Moreover, when the product is used as a caulking agent, it can be easily removed from the surface of the tile, and the workability is excellent.
  • the present invention relates to a composition (M) , which contains
  • Component (B) amino silicone oil is N-(2-amino silicone oil
  • Optional component (C) an organosilicon compound that not having nitrogen atoms bonded directly to carbonyl groups
  • the amount of component (B) amino silicone oil is greater than or equal to 4wt%, preferably between 4wt%and 35wt%, preferably between 4wt%and 30wt%, more preferably between 5%and 20wt%, for example 6wt%, 8wt%, 12wt%, 14wt%, 16wt%, calculated based on the amount of component (A) silane-crosslinking polymer being 100wt%;
  • component (D) filler and component (E) silicone resin is not zero at the same time; preferably the amount of (E) silicone resin is not zero,
  • component (C) and component (F) are not zero at the same time.
  • composition (M) as described above, wherein the amount of component (A) silane-crosslinking polymer is 10-50wt%, preferably 10-40wt%, more preferably 10-30wt%, more preferably 10-20wt%; based on the total amount of the compositions (M) is calculated as 100wt%.
  • composition (M) as described above, wherein the sum of the amount of component (A) silane-crosslinking polymer and component (E) silicone resin is greater than 25wt%, preferably between 25 and 35wt%, more preferably between 25 and 30wt%, the total amount of composition (M) is calculated as 100wt%.
  • composition (M) as described above, wherein the sum of the amounts of component (A) silane-crosslinking polymer and component (E) silicone resin, and component (D) filler is greater than 75wt%, preferably between 80 and 96wt%, more preferably between 85 and 95wt%, the total amount of all compositions (M) is calculated as 100wt%.
  • composition (M) as described above contains
  • compositions (M) is calculated as 100wt%.
  • composition (M) as described above contains
  • compositions (M) is calculated as 100wt%.
  • the component (B) amino silicone oil comprises at least 80 mol%of units selected from units of the general formulae B-Ia, B-Ib B-II and B-III
  • a has the value 0 or 1
  • b has the value 1 or 2
  • a+b has a value of 2
  • R 1 represents monovalent hydrocarbyl radicals having 1-40 carbon atoms
  • R 2 represents aminoalkyl radicals of the general formula B-IV
  • R 5 represents divalent hydrocarbyl radicals having 1-40 carbon atoms
  • R 6 represents monovalent hydrocarbyl radicals having 1-40 carbon atoms, H, hydroxymethyl or alkanoyl radicals, and
  • R 7 represents a radical of the general formula B-V
  • x has the value 0 or an integer value from 1 to 40
  • R 8 represents a divalent radical of the general formula B-VI
  • y has an integer value from 1 to 6, and R 9 represents H or hydrocarbyl radicals having 1-40 carbon atoms,
  • R 3 each is the same or different, represents hydrocarbyl radicals having 1-40 carbon atoms and optionally substituted with halogens or R 2 ,
  • R 4 represents hydrocarbyl radicals having 1-40 carbon atoms, -OR or -OH radicals, preferably represents -OR or -OH radicals and
  • the average ratio of the sum of units of the general formulae B-Ia and B-Ib to the sum of units of the general formulae B-II and B-III is in the range from 0.5 to 1000,
  • component (B) amino silicone oil have an amine number of at least 0.01 meq/g.
  • the amine number herein refers to the amount of 1N HCl required to neutralize the amino groups in 1 g of amino compounds, measured in meq/g.
  • the average amine number of the component (B) amino silicone oil is from 0.001 to 10.0 meq/g, preferably from 0.1 to 5.0 meq/g, more preferably from 0.1 to 2.0 meq/g, more preferably from 0.1 to 1.0 meq/g, more preferably from 0.1 to 0.8 meq/g, for example 0.4, 0.5, 0.7 meq/g.
  • composition (M) as described above, wherein the viscosity of the component (B) amino silicone oil is between 50 and 10 000 mPa. s, preferably between 100 and 8 000 mPa. s, more preferably between 500 and 5 000 mPa. s, more preferably between 500 and 3 000 mPa. s, such as 800 mPa. s, 1 000 mPa. s, 1 200 mPa. s, 1 500 mPa. s, 1 800 mPa. s, 2 000 mPa. s, according to DIN53019.
  • composition as described above, wherein the component (B) amino silicone oil is side chain amino modified silicone oil, terminal amino modified silicone oil or side chain amino and terminal amino modified silicone oil, preferably side chain amino modified silicone oil.
  • terminal amino modified silicone oils are bis-aminopropyl dimethicone, single-ended aminopropyl-terminated polydimethylsiloxane.
  • composition (M) as described above contains
  • Component (C) an organosilicon compound that not having nitrogen atoms bonded directly to carbonyl groups
  • composition (M) as described above contains
  • Component (C) An organosilicon compound that not having nitrogen atoms bonded directly to carbonyl groups,
  • composition (M) as described above contains
  • Component (C) An organosilicon compound that not having nitrogen atoms bonded directly to carbonyl groups,
  • composition (M) as described above contains
  • Component (C) An organosilicon compound that not having nitrogen atoms bonded directly to carbonyl groups,
  • composition (M) as described above after curing at room temperature, its Shore D hardness is greater than or equal to 35, preferably between 35 and 80, more preferably between 40 and 60, such as 42, 45, 48, 52, 55.
  • composition (M) as described above is used in the field of construction, preferably in the field of brick or tile bonding, more preferably in the field of brick or tile caulking agents, preferably in the field of decorative brick or tile caulking agents, more preferably the use of caulking agent for bricks or tiles with glazed or porcelain surfaces.
  • Ceramic bricks have pottery bodies, sides, and upper and lower surfaces, and the water absorption rate is much higher than 0.5wt%.
  • Ceramic glazed tiles, the embryonic body, side and lower surface are all pottery, the upper surface is glazed, and the water absorption rate is generally higher than 0.5wt%.
  • Porcelain glazed tiles, the embryonic body, sides and lower surface are all porcelain, the upper surface is glazed or porcelain, and the water absorption rate is generally less than 0.5%.
  • Pottery products contain coarser-grained clay as the main raw material, with higher porosity, and the firing temperature is generally lower than that of porcelain products.
  • Porcelain products contain fine-grained kaolin as the main raw material, with low porosity, and the firing temperature is generally between 1200 and 1400°C.
  • Glaze describes the often shiny, wear-protective layer of oxide formed on the pottery or porcelain at high temperature in an oxygen-containing atmosphere.
  • the layer forms on the surfaces and can protect against wear.
  • composition (M) described above which contains component (A) silane-crosslinking polymers of the formula (I-1)
  • Y is a divalent polymer radical
  • R may be the same or different and is a monovalent, optionally substituted hydrocarbyl radical
  • R 1 may be the same or different and is a hydrogen atom or a monovalent, optionally substituted hydrocarbyl radical,
  • R 2 may be the same or different and is a hydrogen atom or a monovalent, optionally substituted hydrocarbyl radical,
  • x is 0 or 1
  • a may be the same or different and is 0, 1 or 2, preferably 0 or 1, and
  • b1 is 1 or 3
  • R radicals are each independently alkyl radicals such as the methyl, ethyl, n-propyl, isopropyl, 1-n-butyl, 2-n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl radical; hexyl radicals such as the n-hexyl radical; heptyl radicals such as the n-heptyl radical; octyl radicals such as the n-octyl radical, isooctyl radicals and the 2, 2, 4-trimethylpentyl radical; nonyl radicals such as the n-nonyl radical; decyl radicals such as the n-decyl radical; dodecyl radicals such as the n-dodecyl radical; octadecyl radicals such
  • substituted R radicals are independently haloalkyl radicals such as the 3, 3, 3-trifluoro-n-propyl radical, the 2, 2, 2, 2′, 2′, 2′-hexafluoroisopropyl radical and the heptafluoroisopropyl radical, and haloaryl radicals such as the o-, m-and p-chlorophenyl radical.
  • the R radicals are each independently monovalent hydrocarbyl radicals optionally substituted by halogen atoms and having 1 to 6 carbon atoms, more preferably alkyl radicals having 1 or 2 carbon atoms, especially the methyl radical.
  • examples of R 1 radicals are each independently a hydrogen atom, or the radicals specified for R.
  • the R 1 radicals are each independently a hydrogen atom or a hydrocarbyl radical having 1 to 20 carbon atoms, especially a hydrogen atom.
  • examples of R 2 radicals are independently a hydrogen atom or the examples given for the R radical.
  • the R 2 radicals are each independently a hydrogen atom or an alkyl radical optionally substituted by halogen atoms and having 1 to 10 carbon atoms, more preferably an alkyl radical having 1 to 4 carbon atoms, especially the methyl or ethyl radical.
  • examples of polymer radicals Y are independently polyester, polyether, polyurethane, polyalkylene and polyacrylate radicals.
  • the polymer radicals Y are preferably each independently organic polymer radicals containing, as a polymer chain, polyoxyalkylene such as polyoxyethylene, polyoxypropylene, polyoxybutylene, polyoxytetramethylene, polyoxyethylene-polyoxypropylene copolymer and polyoxypropylene-polyoxybutylene copolymer; hydrocarbon polymers such as polyisobutylene and copolymers of polyisobutylene with isoprene; polychloroprenes; polyisoprenes; polyurethanes; polyesters; polyamides; polyacrylates; polymethacrylates; vinyl polymer and/or polycarbonates.
  • polyoxyalkylene such as polyoxyethylene, polyoxypropylene, polyoxybutylene, polyoxytetramethylene, polyoxyethylene-polyoxypropylene copolymer and polyoxypropylene-polyoxybutylene copolymer
  • hydrocarbon polymers such as polyisobutylene and copolymers of polyiso
  • the Y radicals are each polyoxyalkylene radicals, more preferably linear polyoxyalkylene radicals.
  • polymers of the formula (I-1) used in accordance with the invention are preferably prepared by reacting polymers of the formula
  • the invention is therefore based, in particular, on the surprising finding that polymer systems in which virtually all the OH functions have been substantially completely terminated with isocyanate-functional silanes of the formulae (VI-1) have better curable properties.
  • the compounds (A) used in accordance with the invention may be prepared separately and not mixed with one another until the provision of the compositions (M) of the invention. However, they can also be prepared together by reacting a mixture of polyols of the formulae (V) together with isocyanate-functional silanes of the formulae (VI-1) .
  • the mean molecular weights M n of the compounds (A) is at least 5,000 g/mol, preferably at least 10,000 g/mol, more preferably at least 11,000 g/mol, and preferably at most 30,000 g/mol, more preferably at most 24,000 g/mol and especially at most 22,000 g/mol.
  • the number-average molar mass M n was determined by means of size exclusion chromatography (SEC) against a polystyrene standard, in THF, at 60°C., flow rate 1.2 mL/min and RI detection (refractive index detector) on a Styragel HR3-HR4-HR5-HR5 column set from Waters Corp. USA with an injection volume of 100 ⁇ l.
  • SEC size exclusion chromatography
  • the viscosity of components (A) is preferably at least 0.2 Pas, more preferably at least 1 Pas, and most preferably at least 5 Pas, and preferably at most 700 Pas, more preferably at most 100 Pas, measured in each case at 20°C.
  • viscosity is determined with a Brookfield rotary viscometer.
  • the components (A) used in accordance with the invention may contain just one type of compound of the formula (I-1) , or else mixtures of different types of compounds of the formula (I-1) .
  • compositions (M) of the invention may comprise, in addition to components (A1) / (A2) , component (B) amino silicone oil, component (D) filler, component (E) silicone resin, further substances, for example (C) organosilicon compounds not having nitrogen atoms bonded directly to carbonyl groups, (H) water scavengers, and (J) additives.
  • organosilicon compounds (C) not having nitrogen atoms bonded directly to carbonyl groups which are optionally present in the compositions (M) of the invention are preferably organosilicon compounds containing units of the formula D e Si (OR 7 ) f R 8 g O (4-e-f-g) /2 (III)
  • R 7 may be the same or different and is a hydrogen atom or optionally substituted hydrocarbyl radicals
  • D may be the same or different and is a monovalent, SiC-bonded radical not having nitrogen atoms bonded directly to a carbonyl group,
  • R 8 may be the same or different and is a monovalent, optionally substituted, SiC-bonded, nitrogen-free organic radical,
  • e 0, 1, 2, 3 or 4, preferably 1,
  • f is 0, 1, 2 or 3, preferably 1, 2 or 3, more preferably 2 or 3, and
  • g is 0, 1, 2 or 3, preferably 1 or 0,
  • R 7 examples of optionally substituted hydrocarbyl radicals R 7 are the examples given for the R radical.
  • the R 7 radicals are preferably a hydrogen atom or a hydrocarbyl radical optionally substituted by halogen atoms and having 1 to 18 carbon atoms, more preferably a hydrogen atom or a hydrocarbyl radical having 1 to 10 carbon atoms, especially the methyl or ethyl radical.
  • R 8 radical examples are the examples given for R.
  • the R 8 radical preferably comprises hydrocarbyl radicals optionally substituted by halogen atoms and having 1 to 18 carbon atoms, more preferably hydrocarbyl radicals having 1 to 5 carbon atoms, especially the methyl radical.
  • D radicals are radicals selected from H 2 N (CH 2 ) 3 -, H 2 N (CH 2 ) 2 NH (CH 2 ) 3 - , H 2 N (CH 2 ) 2 NH (CH 2 ) 2 NH (CH 2 ) 3 -, H 3 CNH (CH 2 ) 3 -, C 2 H 5 NH (CH 2 ) 3 -, C 3 H 7 NH (CH 2 ) 3 -, C 4 H 9 NH (CH 2 ) 3 -, C 5 H 11 NH (CH 2 ) 3 -, C 6 H 13 NH (CH 2 ) 3 -, C 7 H 15 NH (CH 2 ) 3 -, H 2 N (CH 2 ) 4 -, H 2 N-CH 2 -CH (CH 3 ) -CH 2 -, H 2 N (CH 2 ) 5 -, cyclo-C 5 H 9 NH (CH 2 ) 3 -, cyclo-C 6 H 11 NH (CH 2 ) 3 -
  • the silanes of the formula (III) used in accordance with the invention are selected from H 2 N (CH 2 ) 3 -Si (OCH 3 ) 3 , H 2 N (CH 2 ) 3 -Si (OC 2 H 5 ) 3 , H 2 N (CH 2 ) 3 -Si (OCH 3 ) 2 CH 3 , H 2 N (CH 2 ) 3 -Si (OC 2 H 5 ) 2 CH 3 , H 2 N (CH 2 ) 2 NH (CH 2 ) 3 -Si (OCH 3 ) 3 , H 2 N (CH 2 ) 2 NH (CH 2 ) 3 -Si (OC 2 H 5 ) 3 , H 2 N (CH 2 ) 2 NH (CH 2 ) 3 -Si (OC 2 H 5 ) 3 , H 2 N (CH 2 ) 2 NH (CH 2 ) 3 -Si (OCH 3 ) 2 CH 3 , H 2 N (CH 2 ) 2 NH (CH 2 )
  • organosilicon compounds (C) optionally used in accordance with the invention may also assume the function of a curing catalyst or cocatalyst in the compositions (M) of the invention.
  • organosilicon compounds (C) optionally used in accordance with the invention may act as adhesion promoters and/or as water scavengers.
  • organosilicon compounds (C) optionally used in accordance with the invention are commercial products or are preparable by the standard chemical methods.
  • compositions (M) of the invention contain component (C) , amounts thereof are preferably 0.01 to 25 parts by weight, more preferably 2 to 10 parts by weight, and especially 3 to 7 parts by weight, based on 100 parts by weight of components (A) in each case.
  • the compositions (M) of the invention preferably contain component (C) .
  • the fillers (D) in the compositions (M) of the invention may be any desired fillers known to date.
  • fillers (D) include (D1) non-reinforcing fillers, i.e. fillers having a BET surface area of preferably up to 50 m 2 /g, such as quartz, diatomaceous earth, calcium silicate, zirconium silicate, talc, kaolin, zeolites, metal oxide powders, such as aluminum oxides, titanium oxides, iron oxides or zinc oxides, or the mixed oxides thereof, barium sulfate, precipitated and/or ground chalk which may be either coated or uncoated, gypsum, silicon nitride, silicon carbide, boron nitride, glass and polymer powder, such as polyacrylonitrile powder; and (D2) reinforcing fillers, i.e.
  • D1 non-reinforcing fillers i.e. fillers having a BET surface area of preferably up to 50 m 2 /g, such as quartz, diatomaceous earth, calcium silicate, zirconium silicate,
  • fillers having a BET surface area of more than 50 m 2 /g such as fumed silica, precipitated silica, precipitated chalk, carbon black, such as furnace black and acetylene black, and mixed silicon-aluminum oxides of high BET surface area; aluminum trihydroxide, fillers in the form of hollow spheres, such as ceramic microbeads, for example those obtainable under the Zeeospheres TM trade name from 3M GmbH in Neuss, Germany, elastic polymer beads, for example those obtainable under the trade name from AKZO NOBEL, Expancel in Sundsvall, Sweden, or glass beads; fibrous fillers, such as asbestos and polymer fibers.
  • the fillers mentioned may be hydrophobized, for example by treatment with organosilanes or -siloxanes or with stearic acid, or by etherification of hydroxyl groups to alkoxy groups.
  • the fillers (D) are ground and/or precipitated chalk which may be either coated or uncoated, talc, aluminum trihydroxide and silica, particular preference being given to calcium carbonate and aluminum trihydroxide.
  • Preferred calcium carbonate types are ground or precipitated calcium carbonate, optionally surface-treated with fatty acids such as stearic acid or salts thereof.
  • the preferred silica is preferably fumed silica.
  • the fillers (D) preferably have a moisture content of preferably less than 1%by weight, more preferably less than 0.5%by weight.
  • component (D) filler is greater than or equal to 50wt%, preferably between 50wt%and 600wt%, preferably between 120wt%and 450wt%, more preferably between 200wt%and 450wt%, more preferably between 320%and 450wt%, more preferably between 350wt%-420wt%,
  • component (D1) non-reinforcing filler is greater than or equal to 50wt%, preferably between 50wt%and 600wt%, preferably between 120wt%and 450wt%, more preferably between 200 wt%and 450wt%, more preferably between 320wt%and 420wt%, more preferably between 350wt%and 400wt%,
  • the composition (M) of the present invention contains a reinforcing filler (D2) , and its amount is preferably less than or equal to 50 parts by weight, more preferably less than or equal to 30 parts by weight, especially less than or equal to 10 parts by weight, especially less than or equal to 8 parts by weight, which are based on 100 parts by weight of components (A1) and/or (A2) in each case.
  • D2 reinforcing filler
  • R 3 can be the same or different, and represents a hydrogen atom or an optionally substituted monovalent hydrocarbon group bonded with SiC,
  • R 4 may be the same or different and represents a hydrogen atom or an optionally substituted monovalent hydrocarbon group
  • c 0, 1, 2 or 3
  • d 0, 1, 2 or 3
  • the silicone resin (E) preferably contains at least 90%by weight of units of formula (II) . It is particularly preferred that the silicone resin (E) consists only of the unit of formula (II) .
  • radicals R 3 are the examples specified above for R in formula (I-1) .
  • Radical R 3 preferably comprises monovalent, SiC-bonded aliphatic or aromatic hydrocarbon radicals which are optionally substituted by halogen atoms and which have 1 to 18 carbon atoms, more preferably the methyl or phenyl radical. In particular, all radicals R 3 are exclusively methyl and phenyl radicals.
  • radical R 4 are hydrogen atom or the examples specified for radical R in formula (I-1) .
  • Radical R 4 preferably comprises hydrogen atom or alkyl radicals having 1 to 10 carbon atoms that are optionally substituted by halogen atoms, more preferably hydrogen atom or alkyl radicals having 1 to 4 carbon atoms, more preferably the methyl, ethyl, or butyl radical, most preferably the methyl radical.
  • Phenylsilicone resins are used with preference as resins (E) .
  • the phenylsilicone resins (E) consist exclusively of units of the formula (II) in which at least 10%, preferably at least 50%, more preferably at least 60%of all units of the formula (II) have at least one SiC-bonded phenyl group.
  • phenylsilicone resins (E) which contain, based on the total number of units of the formula (II) in each case, at least 50%, more preferably at least 60%, of units of the formula (II) in which c is 1.
  • silicone resins (E) which have exclusively units of the formula (II) in which c is 0, 1, or 2, with the proviso that c is equal to 0 or 1 in at least 50%of the units of the formula (II) .
  • silicone resins (E) are used which have exclusively units of the formula (II) in which c is 1 or 2.
  • silicone resins (E) which have exclusively units of the formula (II) in which c is 1.
  • silicone resins (E) which have, based on the total number of units of the formula (II) in each case, at least 70%, more preferably at least 80%, of units of the formula (II) in which d is 0 or 1.
  • silicone resins (E) which, based on the total number of units of the formula (II) in each case, have 30%to 95%, more preferably 30%to 90%, of units of the formula (II) in which d is 0.
  • silicone resins (E) are organopolysiloxane resins which consist substantially, preferably exclusively, of (Q) units of the formulae SiO 4/2 , Si (OR 4 ) O 3/2 , Si (OR 4 ) 2 O 2/2 , and Si (OR 4 ) 3 O 1/2 , (T) units of the formulae PhSiO 3/2 , PhSi (OR 4 ) O 2/2 , and PhSi (OR 4 ) 2 O 1/2 , (D) units of the formulae Me 2 SiO 2/2 and Me 2 Si (OR 4 ) O 1/2 , and also (M) units of the formula Me 3 SiO 1/2 , where Me is the methyl radical, Ph is the phenyl radical, and R 4 is the methyl, ethyl, or butyl radical, preferably the methyl radical, with the resin containing preferably 0-2 mol of (Q) units, 0-2 mol of (D) units, and 0-2 mol of (M) units per mol of (T)
  • silicone resins (E) are organopolysiloxane resins which consist substantially, preferably exclusively, of T units of the formulae PhSiO 3/2 , PhSi (OR 4 ) O 2/2 , and PhSi (OR 4 ) 2 O 1/2 , and T units of the formulae MeSiO 3/2 , MeSi (OR 4 ) O 2/2 , and MeSi (OR 4 ) 2 O 1/2 , and also, optionally, D units of the formulae Me 2 SiO 2/2 and Me 2 Si (OR 4 ) O 1/2 , where Me is the methyl radical, Ph is the phenyl radical, and R 4 is the methyl, ethyl, or butyl radical, preferably the methyl radical.
  • the molar ratio of phenylsilicone to methylsilicone units is between 0.5 and 2.0.
  • the amount of D units in these silicone resins is preferably below 10 wt %.
  • silicone resins (E) are organopolysiloxane resins which consist substantially, preferably exclusively, of T units of the formulae PhSiO 3/2 , PhSi (OR 4 ) O 2/2 , and PhSi (OR 4 ) 2 O 1/2 , where Ph is the phenyl radical and R 4 is the methyl, ethyl, or butyl radical, preferably the methyl radical.
  • the silicone resins (E) preferably possess a number-average molar mass M n of at least 400 g/mol and more preferably of at least 600 g/mol.
  • the average molar mass M n is preferably not more than 400,000 g/mol, more preferably not more than 100,000 g/mol, most preferably not more than 50,000 g/mol.
  • the silicone resins (E) may be either solid or liquid at 23°C. and 1000 hPa, with liquid silicone resins being preferred.
  • the silicone resins (E) may be used either in pure form or in the form of a solution in a suitable solvent.
  • silicone resin (E) that does not contain an organic solvent.
  • composition (M) as described above, wherein the amount of component (E) silicone resin is greater than or equal to 20%by weight, preferably between 25%and 100wt%, preferably between 30%and 90%by weight, more preferably between 40%and 80%by weight, more preferably between 52%and 75%by weight, preferably between 65%and 75%by weight, calculated based on the amount of component (A) silane-crosslinking polymer being 100wt%.
  • Catalysts (F) used in the compositions (M) of the invention may be any desired catalysts known to date for compositions that cure through silane condensation.
  • Metal-containing curing catalysts (F) are selected from organic titanium and tin compounds, preferably selected from the group consists of titanic esters, tetrabutyl titanate, tetrapropyl titanate, tetraisopropyl titanate, titanium tetraacetylacetonate; dibutyltin dilaurate, dibutyltin maleate, dibutyltin diacetate, dibutyltin dioctanoate, dibutyltin acetylacetonate, dibutyltin oxides, and corresponding dioctyltin compounds.
  • Metal-free curing catalysts (F) are selected from basic compounds, preferably selected from the group consists of triethylamine, tributylamine, 1, 4-diazabicyclo [2.2.2] octane, 1, 5-diazabicyclo [4.3.0] non-5-ene, 1, 8-diazabicyclo [5.4.0] undec-7-ene, N, N-bis (N, N-dimethyl-2-amino-ethyl) methylamine, pentamethylguanidine, tetramethylguanidine and further guanidine derivatives, N, N-dimethylcyclohexylamine, N, N-dimethylphenylamine and N-ethylmorpholine.
  • basic compounds preferably selected from the group consists of triethylamine, tributylamine, 1, 4-diazabicyclo [2.2.2] octane, 1, 5-diazabicyclo [4.3.0] non-5-ene, 1, 8
  • catalyst (F) it is likewise possible to use, as catalyst (F) , acidic compounds, for example phosphoric acid and esters thereof, toluenesulfonic acid, sulfuric acid, nitric acid, or else organic carboxylic acids, for example acetic acid and benzoic acid.
  • acidic compounds for example phosphoric acid and esters thereof, toluenesulfonic acid, sulfuric acid, nitric acid, or else organic carboxylic acids, for example acetic acid and benzoic acid.
  • compositions (M) of the invention contain catalysts (F) , the amounts are preferably 0.01 to 20 parts by weight, more preferably 0.05 to 5 parts by weight, based on 100 parts by weight of component (A) in each case.
  • the compositions (M) of the invention does not contain catalysts (F) .
  • compositions (M) of the invention comprise adhesion promoters (G)
  • adhesion promoters (G) may be any desired adhesion promoters described to date for systems that cure through silane condensation.
  • adhesion promoters are epoxysilanes such as glycidoxypropyltrimethoxysilane, glycidoxypropylmethyldimethoxysilane, glycidoxypropyltriethoxysilane or glycidoxypropyl-methyldiethoxysilane, 2- (3-triethoxysilylpropyl) maleic anhydride, N- (3-trimethoxysilylpropyl) urea, N- (3-triethoxysilylpropyl) urea, N- (trimethoxysilylmethyl) urea, N- (methyl-dimethoxysilylmethyl) urea, N- (3-triethoxysilylmethyl) urea, N- (3-methyldiethoxysilylmethyl) urea, O- (methylcarbamatomethyl) -methyldimethoxysilane, O- (methylcarbamatomethyl) trimethoxysilane, O- (ethoxysilane
  • compositions (M) of the invention comprise adhesion promoters (G)
  • the amounts are preferably lower than or equal to 1 parts by weight, more preferably lower than or equal to 0.1 parts by weight, based on 100 parts by weight of components (A) in each case.
  • the compositions (M) of the invention preferably does not contain components (G) as adhesion promoters.
  • the water scavengers (H) used in the compositions (M) of the invention may be any desired water scavengers described for systems that cure through silane condensation.
  • water scavengers are silanes such as vinyltrimethoxysilane, vinyltriethoxysilane, vinylmethyl-dimethoxysilane, O- (methylcarbamatomethyl) methyldimethoxysilane, O- (methylcarbamatomethyl) trimethoxysilane, O- (ethyl-carbamatomethyl) methyldiethoxysilane, and also O- (ethyl-carbamatomethyl) triethoxysilane, and/or the partial condensates thereof, and also orthoesters, such as 1, 1, 1-trimethoxyethane, 1, 1, 1-triethoxyethane, trimethoxymethane and triethoxymethane.
  • silanes such as vinyltrimethoxysilane, vinyltriethoxysilane, vinylmethyl-dimethoxysilane, O- (methylcarbamatomethyl) trimethoxysilane, O- (ethyl-carbamatomethyl) methyl
  • compositions (M) of the invention comprise water scavengers (H)
  • the amounts are preferably 0.5 to 30 parts by weight, more preferably 1 to 20 parts by weight, based on 100 parts by weight of components (A) in each case.
  • the compositions of the invention preferably comprise water scavengers (H) .
  • compositions (M) of the invention comprise the unreactive plasticizers (I)
  • the unreactive plasticizers (I) may be any desired plasticizers that are known to date and are typical of silane-crosslinking systems.
  • Unreactive plasticizers (I) are selected from the group consists of phthalic esters (dioctyl phthalate, diisooctyl phthalate and diundecyl phthalate) , perhydrogenated phthalic esters (diisononyl cyclohexane-1, 2-dicarboxylate and dioctyl cyclohexane-1, 2-dicarboxylate) , adipic esters (dioctyl adipate) , benzoic esters, glycol esters, esters of saturated alkanediols (2, 2, 4-trimethylpentane-1, 3-diol monoisobutyrate and 2, 2, 4-trimethylpentane-1, 3-diol diisobutyrate) , phosphoric esters, sulfonic esters, polyesters, polyethers (polyethylene glycols and polypropylene glycols preferably having molar masses M n of
  • the unreactive plasticizer (I) is selected from group consisting of polyoxypropylene monohydric alcohol, polyoxypropylene glycol, polyoxyethylene monohydric alcohol, polyoxyethylene glycol, polyoxypropylene-polyoxyethylene block copolymer, polyether polyols and terminal modification of the above.
  • the amount of any non-reactive plasticizer (I) in the composition (M) of the present invention is less than 1wt%, preferably less than 0.5wt%, more preferably less than 0.1wt%; based on the component (A) silane-crosslinking polymer calculated at 100wt%.
  • the composition (M) of the present invention preferably does not contain any non-reactive plasticizer (I) .
  • Additives (J) used in the compositions (M) of the invention may be any desired typical additives useful in silane-crosslinking systems.
  • the additives (J) used in accordance with the invention are preferably antioxidants, UV stabilizers, for example what are called HALS compounds, fungicides and pigments.
  • compositions (M) of the invention contain additives (J) , the amounts are preferably 0.01 to 30 parts by weight, more preferably 0.1 to 10 parts by weight, based on 100 parts by weight of components (A) in each case.
  • the compositions (M) of the invention preferably contain additives (J) .
  • the admixtures (K) used in accordance with the invention are preferably tetraalkoxysilanes, for example tetraethoxysilane, and/or partial condensates thereof, rheology additives, flame retardants and organic solvents.
  • Preferred reactive plasticizers (K) are compounds containing alkyl chains having 6 to 40 carbon atoms and having a group reactive toward the compounds (A1) / (A2) .
  • Examples are isooctyltri-methoxysilane, isooctyltriethoxysilane, N-octyltrimethoxy-silane, N-octyltriethoxysilane, decyltrimethoxysilane, decyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane, tetradecyltrimethoxysilane, tetradecyltriethoxysilane, hexadecyltrimethoxysilane and hexadecyltriethoxysilane.
  • the rheology additives (K) are preferably polyamide waxes, hydrogenated castor oils or stearates.
  • organic solvents (K) are low molecular weight ethers, esters, ketones, aromatic and aliphatic and optionally halogenated hydrocarbons and alcohols, preference being given to the latter.
  • the dosage of organic solvents (K) is less than 1 parts by weight, preferably less than 0.1 parts by weight, based on 100 parts by weight of components (A) .
  • compositions (M) of the invention are moisture-curing, meaning that they are preferably liquid or pasty compositions which cure on contact with water and/or atmospheric humidity.
  • compositions (M) in curable composition.
  • composition (M) of the present invention can be cured under room temperature conditions and has a suitable pot life.
  • the pot life is shorter than 10 hours, preferably shorter than 5 hours.
  • compositions of the invention (M) can be produced in any manner known per se, for instance by standard methods and mixing processes for production of moisture-curing compositions.
  • the present invention further provides a process for producing the compositions (M) of the invention by mixing the individual components in any desired sequence.
  • the catalytically active components (C) and/or (F) are not added until the end of the mixing operation.
  • This mixing operation can be affected at room temperature, i.e. at temperatures between 0 and 30°C, and pressure of the surrounding atmosphere, i.e. about 900 to 1100 hPa. If desired, this mixing can alternatively be affected at higher temperatures, for example at temperatures in the range from 30 to 130°C. In addition, it is possible to mix intermittently or constantly under reduced pressure, for example at absolute pressures of 30 to 500 hPa, in order to remove volatile compounds and/or air.
  • the mixing operation of the invention is preferably affected with exclusion of moisture.
  • the process of the invention can be performed continuously or batchwise.
  • compositions (M) of the invention are one-component compositions which are storable with exclusion of water and crosslinkable at room temperature on ingress of water.
  • compositions (M) of the invention are preferred to be one-component compositions.
  • compositions (M) of the invention are one part of two-component crosslinking systems, in which OH-containing compounds, such as water, are added in a second component.
  • compositions (M1) / (M2) of the invention is two-component crosslinking system, wherein the weight ratio of the first component to the second component is (1-50) : 1, preferably between (1-30) : 1, more preferably (1-8) : 1 or (20-30) : 1, more preferably (3-7) : 1 or (25-30) : 1.
  • the first component contains: the composition (M1) / (M2) of the present invention,
  • the second component contains: a catalyst (F) and an OH compound, wherein the OH compound includes water, preferably the OH compound is water.
  • the second component could contain the composition (M1) / (M2) of the present invention or component (A1) / (A2) .
  • compositions (M1) / (M2) of the invention is two-component crosslinking system, wherein the viscosity of the first component is between 500 and 30 000 cP, preferably between 1000 and 10 000 cP, preferably between 2000 and 8000 cP, more preferably between 2000 and 6000 cP.
  • the viscosity of the second component is between 100 and 30 000 cP, preferably between 200 and 10 000 cP, more preferably between 250 and 6000 cP or 300, 400, 500, 600, 700cP.
  • the water content in the compositions (M1) / (M2) of the invention is 0.01-10 parts by weight, preferably 0.01-5 parts by weight, more preferably 0.01-1 parts by weight, or 0.2, 0.3, 0.4, 0.6, 0.7, 0.8, 0.9, 2, 3, 4 parts by weight, based on 100 parts by weight of components (A) .
  • a condensation type caulking agent could be produced by crosslinking the above composition (M1) / (M2) .
  • compositions (M) of the invention are preferably crosslinked at room temperature. They can, if desired, also be crosslinked at higher or lower temperatures than room temperature, for example at -5 to 15°C. or at 30 to 50°C. and/or by means of concentrations of water exceeding the normal water content of the air.
  • the present invention further provides a method of caulking, wherein the composition (M) of the present invention is applied to the gap of the substrate, and then crosslinked, and the composition (M) on the surface of the substrate is removed after curing.
  • the composition (M) on the surface of the substrate is removed within 8 to 72 hours, counted from the completion of the coating; more preferably, the composition (M) on the surface of the substrate is removed within 8-48 hours, or within 8-24hours.
  • Amino silicone oil 1 a side chain amino modified silicone oil with an amine number of 0.6 meq/g and a viscosity of approximately 1,000 mPa. s.
  • Amino silicone oil 2 a side chain amino modified silicone oil with an amine number of 0.3 meq/g and a viscosity of approximately 1,000 mPa. s,
  • Methyl dimethicone a polydimethylsiloxane, with a viscosity of 1000 mPa. s,
  • Methyl phenyl silicone resin mainly containing T unit, Mw 1000-2000 g/mol, viscosity 250-350 mm 2 /s;
  • Titanium dioxide, Mohs hardness is 5-6,
  • White oil H150 a mineral oil with a viscosity of 100 mPa. s
  • DINP Diisononyl phthalate
  • the viscosity in the present invention is measured in accordance with DIN 53019.
  • the components in Table 1 can also be used to prepare a two-component mixture.
  • the grouts of the Examples and Comparative Examples were applied between the gaps of two parallel porcelain glazed tiles.
  • the side of the tile is rough porcelain, the surface of the tile is glaze, the surface is hydrophilic, and the gap is 30cm*0.5cm*0.5cm.
  • a small amount of caulking agent overflows from the gap and remains on the surface of the tile.
  • the sample was placed at room temperature, and at the 24th hour, the releasability and construction performance were evaluated.
  • the evaluation is "good” . It is easy to peel off with fingers, and a complete strip of caulking agent is obtained. There is no breakage of the adhesive strip, no residual caulking agent on the surface of the tile, and the caulking agent on the side of the tile is intact.
  • the evaluation is "fair” . It is easy to peel off with fingers, but a complete strip of caulking agent cannot be obtained. The number of breaks of the adhesive strip is more than or equal to one. There is no residual caulking agent on the surface of the tile, and the caulking agent on the side of the tile is intact.
  • the evaluation is "poor” . It cannot be peeled off with fingers. When peeling off with a spatula, the number of times of breakage of the adhesive strip is more than or equal to 3 times, there is grout residue on the surface of the tile, and the grout on the side of the tile is intact.
  • the oil permeability of the product is evaluated according to the following standards:
  • the product of the example or the comparative example was squeezed on the surface of white 80g A4 paper to form a circle with a diameter of 5 cm. At the 24th hour, observe the situation on the reverse side of the A4 paper. Obviously complete round oil spots were evaluated as “poor” , a small amount of lump oil spots was evaluated as “fair” , and no oil spots were evaluated as "good” .
  • the comparative example C. Ex. 5 of the caulking agent containing a very large amount (41.7wt%) of methyl silicone oil has good peelability, but its mechanical properties are very poor, and the spline body is broken, which reduces the durability of the caulking agent.
  • the comparative example C. Ex. 5 caulking agent has obvious oil leakage, which makes the caulking agent easily adhere to contaminants during use. It is not easy to be cleaned.
  • the comparative example C. Ex. 6 contains an equal amount (29.8wt%) of methyl silicone oil and the comparative example C. Ex9-10 contain other mineral oil and ortho-benzene plasticizers (11.9wt%) . All of these do not help to improve the peelability of the caulking agent, and it also has the disadvantages of decreased mechanical properties, decreased thixotropy, and decreased ease of cleaning.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
PCT/CN2021/122549 2021-10-08 2021-10-08 A composition WO2023056586A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN202180101150.XA CN117795011A (zh) 2021-10-08 2021-10-08 一种组合物
PCT/CN2021/122549 WO2023056586A1 (en) 2021-10-08 2021-10-08 A composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/CN2021/122549 WO2023056586A1 (en) 2021-10-08 2021-10-08 A composition

Publications (1)

Publication Number Publication Date
WO2023056586A1 true WO2023056586A1 (en) 2023-04-13

Family

ID=78332413

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2021/122549 WO2023056586A1 (en) 2021-10-08 2021-10-08 A composition

Country Status (2)

Country Link
CN (1) CN117795011A (zh)
WO (1) WO2023056586A1 (zh)

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1535940B1 (de) 2003-11-27 2007-06-13 Wacker Chemie AG Verfahren zur Herstellung von organyloxysilylterminierten Polymeren
EP1896523B1 (de) 2005-06-23 2010-10-27 Wacker Chemie AG Kontinuierliche polymeranaloge umsetzung von reaktiven silanmonomeren mit funktionalisierten polymeren
CN102660214A (zh) 2012-04-06 2012-09-12 江苏天辰硅材料有限公司 一种单组份阻燃型硅烷改性聚醚密封胶及其制备方法
CN103756619A (zh) 2014-01-10 2014-04-30 常熟市恒信粘胶有限公司 一种高效阻燃耐热型硅烷改性聚醚密封胶
US20160115351A1 (en) * 2014-10-22 2016-04-28 The Government Of The United States Of America, As Represented By The Secretary Of The Navy Two-component siloxane-based coatings containing polymers with urea linkages and terminal alkoxysilanes
US9334434B2 (en) * 2012-12-13 2016-05-10 Wacker Chemie Ag Cross-linkable compositions based on organyloxysilane-terminated polymers
CN109181609A (zh) 2018-06-19 2019-01-11 江门市润景实业有限公司 一种硅烷改性聚醚美缝剂及其制备方法

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1535940B1 (de) 2003-11-27 2007-06-13 Wacker Chemie AG Verfahren zur Herstellung von organyloxysilylterminierten Polymeren
EP1896523B1 (de) 2005-06-23 2010-10-27 Wacker Chemie AG Kontinuierliche polymeranaloge umsetzung von reaktiven silanmonomeren mit funktionalisierten polymeren
CN102660214A (zh) 2012-04-06 2012-09-12 江苏天辰硅材料有限公司 一种单组份阻燃型硅烷改性聚醚密封胶及其制备方法
US9334434B2 (en) * 2012-12-13 2016-05-10 Wacker Chemie Ag Cross-linkable compositions based on organyloxysilane-terminated polymers
CN103756619A (zh) 2014-01-10 2014-04-30 常熟市恒信粘胶有限公司 一种高效阻燃耐热型硅烷改性聚醚密封胶
US20160115351A1 (en) * 2014-10-22 2016-04-28 The Government Of The United States Of America, As Represented By The Secretary Of The Navy Two-component siloxane-based coatings containing polymers with urea linkages and terminal alkoxysilanes
CN109181609A (zh) 2018-06-19 2019-01-11 江门市润景实业有限公司 一种硅烷改性聚醚美缝剂及其制备方法

Also Published As

Publication number Publication date
CN117795011A (zh) 2024-03-29

Similar Documents

Publication Publication Date Title
US10077386B2 (en) Compositions on the basis of organyloxysilane-terminated polymers
US9920229B2 (en) Cross-linkable masses based on organyl-oxysilane-terminated polymers
KR102142379B1 (ko) 오르가닐 옥시실란-종결화된 중합체를 기반으로 한 가교성 물질
US10030183B2 (en) Cross-linkable masses based on organyl-oxysilane-terminated polymers
US10047260B2 (en) Cross-linkable materials based on organyl-oxysilane-terminated polymers
US20150203729A1 (en) Multicomponent crosslinkable compositions based on organyloxysilane-terminated polymers
US10040908B2 (en) Cross-linkable masses based on organyloxysilane-terminated polymers
KR102143847B1 (ko) 오르가닐옥시실란-종결화된 중합체를 기반으로 한 가교성 물질
US20100143712A1 (en) Silane-crosslinking adhesive or sealant comprising n-silylalkylamides and use thereof
JP2018508609A (ja) オルガニルオキシシラン末端ポリマーをベースとする架橋性コーティング化合物
WO2023056586A1 (en) A composition
WO2020239334A1 (en) Method for forming moisture curing-type coating material
WO2023178473A1 (en) A composition
WO2022006713A1 (en) Cross-linkable masses based on silane-terminated polymers
WO2021139950A1 (en) Cross-linkable composition, floor coating composition containing the cross-linkable composition, and method for forming coating film using the floor coating composition
CN116802234A (zh) 生产基于有机烷氧基硅烷封端的聚合物的可交联材料的方法
US20220282039A1 (en) Moisture-curable composition and method for producing the moisture-curable composition
WO2024056473A1 (en) Moisture-curable composition and adhesive containing the composition
WO2023171425A1 (ja) ポリオキシアルキレン系重合体の混合物および硬化性組成物

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 21797933

Country of ref document: EP

Kind code of ref document: A1

WWE Wipo information: entry into national phase

Ref document number: 202180101150.X

Country of ref document: CN

NENP Non-entry into the national phase

Ref country code: DE