Formulation for producing a draining floor covering and method for producing such coverings

A single-component, moisture-curable formulation using polyether and polysiloxane with silane terminations addresses the limitations of two-component polyurethane-isocyanate systems, providing a stable and non-toxic draining coating with improved workability and durability.

WO2025177162A1PCT designated stage Publication Date: 2025-08-28INVENTIVE TECH
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Patent Information

Application Number
PCT/IB2025/051771
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-02-22
Filing Date
2025-02-19
Publication Date
2025-08-28

AI Technical Summary

Technical Problem

Existing two-component polyurethane-isocyanate compositions for draining floor coverings face issues with short pot life, toxicity, and bubble formation due to high atmospheric humidity, requiring a solution that avoids these drawbacks.

Method used

A single-component, moisture-curable formulation using polyether and polysiloxane with silane terminations, optionally with co-crosslinkers and additives, applied with aggregates to form a draining coating.

Benefits of technology

The formulation provides a stable, bubble-free, and non-toxic draining coating that hardens without mixing at the time of application, offering improved workability and durability.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

The invention relates to an atmospheric air moisture-curable composition for producing a draining floor covering, characterised in that it comprises 15 to 65 parts by weight of at least one silane-terminated polyether having a number-average molecular weight of 4000 to 30000 g / mol; 85 to 35 parts by weight of at least one polysiloxane having a number-average molecular weight of 700 to 2500 g / mol; 1 to 8 parts by weight of at least one aminosilane co-crosslinking agent, wherein the amount of (A)+(B) is 100 parts by weight and the amount of (C) is given per 100 parts by weight of (A)+(B).
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Description

Formulation for producing a draining floor covering and method for producing such coverings

[0001] The present invention relates to a formulation for producing a draining floor covering and a method for producing such a covering. Such formulations comprise at least one aggregate and a hardenable composition intended to bind the grains of the aggregate(s) together.

[0002] The compositions known for this application are currently two-component compositions, namely polyurethanes and their isocyanate hardener. Examples of isocyanates that may be mentioned are aromatic diisocyanates, such as toluene diisocyanate and methylene diphenyl diisocyanate, as well as aliphatic isocyanates such as hexamethylene dimethyl isocyanate.

[0003] The disadvantages of this technology are: the use of a two-component system which requires mixing the polyurethane and the isocyanate hardener at the time of use, given the very short pot life of the mixture; the high toxicity of isocyanates which are allergenic; the formation of CO2 in high atmospheric humidity in the coating film with the formation of bubbles and white marks.

[0004] The applicant company therefore sought a solution to create draining coatings without the difficulties just mentioned.

[0005] To this end, she discovered a drainage system that dries with moisture using a single component.

[0006] The present invention therefore firstly relates to a formulation for producing a draining floor covering, characterized in that it consists of a composition curable by the humidity of the ambient air, comprising: 15 to 65 parts by weight, preferably 25 to 60 parts by weight, of at least one polyether with silane terminations, having a weight-average molecular mass of 4000 to 30000 g / mol; 85 to 35 parts by weight, preferably 75 to 40 parts by weight, of at least one polysiloxane having a weight-average molecular mass of 700 to 2500 g / mol; 1 to 8 parts by weight, preferably 2 to 6 parts by weight, of at least one aminosilane co-crosslinker, where appropriate at least one reactive diluent; and where appropriate at least one of adhesion promoters, water traps, UV stabilizers, antioxidants, rheology modifiers and crosslinking accelerators,

[0007] the quantity of (A)+(B) representing 100 parts by weight and the quantity of (C) being given per 100 parts by weight of (A)+(B),

[0008] said formulation comprising at least one aggregate having a grain size of 1 to 10 mm, at a rate of 3 to 8 kg of said composition per 100 kg of aggregate.

[0009] The formulation according to the present invention is advantageously without isocyanates.

[0010] The polyether(s) (A) may be chosen from those of formulae (2) to (4): (2) (3) (4)

[0011] in which:Z 1 , Z 2 , Z 3 each represent –SiR 3-p 11 (GOLD 12 ) p , with p = 0, 1 or 2 including 0 or 1; and R 11 and R 12 , identical or different, each being a linear or branched C1-C6 alkyl radical;R 6 , R' 6each represent a divalent alkylene radical, linear or branched, in C1-C6;R 7 , R' 7 each represent a divalent alkylene radical, linear or branched, in C2-C4;R 8 , R' 8 each represent a C5-C hydrocarbon radical 15 , aromatic or aliphatic, linear, branched or cyclic;R 9 , R' 9 each represent hydrogen, phenyl, linear, branched or cyclic C1-C6 alkyl or 2-succinate radical of formula , R 13 being a linear or branched C1-C6 alkyl radical;n1, n2, n3are non-zero integers;m1is zero or a non-zero integer;m2is a non-zero integer;n1and m1, n2and m2, and n3are such that the weight-average molecular mass of the polyether of formula (2), (3) and (4) respectively is 4000 to 30000 g / mol.

[0012] The polyether (A) can advantageously be that of the formula:

[0013] (2a)

[0014] in which R 6 , R 7 , R 11 , R 12 , n1 and p are as defined above, in particular R 11 and R 12 represent methyl, p is equal to 1, and R 6 is methylene or ethylene or propylene.

[0015] The polyether(s) (A) have in particular a viscosity at 25°C of 400 to 20000 mPa.s on the Elcometer 2300 RV viscometer.

[0016] The polysiloxane(s) (B) may be chosen from those having units and / or units and / or units .

[0017] The polysiloxane is advantageously a condensation polysiloxane of C6H5-Si-(OCH3)3 and CH3-Si-(OCH3)3 or a condensation polysiloxane of C6H5-Si-(OCH3)3.

[0018] The polysiloxane(s) (B) may have a viscosity at 25°C of 70 to 500 mPa.s on the Elcometer 2300 RV viscometer.

[0019] The co-crosslinker or co-crosslinkers may be chosen from silanes of formula (1):

[0020] (R 1 )(R 2 )NR 3 -SiR 4 3-q (GOLD 5 ) q (1)

[0021] in which:R 1 and R 2 each represent hydrogen, linear C1-C6 alkyl, branched C2-C8 or cyclic C6-C 18 ; amino-C1–C alkyl 12 ;R 3 represents C1-C alkylene 18 ;R 4 and R 5 , identical or different, are each a linear or branched C1-C6 alkyl radical; q is 0, 1 or 2, being in particular 0 or 1, and

[0022] notably among:

[0023] aminopropyltrimethoxysilane,

[0024] aminopropyltriethoxysilane,

[0025] aminopropylmethyldimethoxysilane, aminopropylmethyldiethoxysilane,

[0026] N-(2-aminoethyl) aminopropyltrimethoxysilane,

[0027] N-(2-aminoethyl)aminopropyltriethoxysilane,

[0028] N-(2-aminoethyl)aminopropyltrimethyldimethoxysilane,

[0029] cyclohexylaminomethyltriethoxysilane,

[0030] cyclohexylaminomethylethoxysilane,

[0031] N-cyclohexylaminomethyltrimethoxysilane and

[0032] N-cyclohexylaminomethylmethyldimethoxysilane.

[0033] The formulation according to the present invention may further comprise at least one reactive diluent chosen from dodecyltrimethoxysilane, octadecyltrimethoxysilane, n-octyltriethoxysilane, methyltrimethoxysilane, methyltriethoxysilane, n-propyltriethoxysilane, n-propyltrimethoxysilane, n-octyltrimethoxysilane, dimethyldimethoxysilane, dimethyldiethoxysilane, hexadecyltrimethoxysilane, trimethylethoxysilane, (cyclohexyl)methyldimethoxysilane, dicyclopentyldimethoxysilane, dodecylmethyldiethoxysilane, n-dodecyltriethoxysilane, octadecyltriethoxysilane, n-hexadecyltriethoxysilane, tetraethoxysilane, 1,2 bis(triethoxysilyl)ethane, 1,2 bis(trimethoxysilyl)ethane, methylpropyldiethoxysilane, methylpropyldimethoxysilane, isooctyltriethoxysilane, octylmethyldimethoxysilane, octylmethyldiethoxysilane, n-octadecylmethyldimethoxysilane and n-octadecylmethyldiethoxysilane,

[0034] in an amount in particular of 1 to 25 parts by weight, preferably of 5 to 20 parts by weight, in particular of 10 to 15 parts by weight, per 100 parts by weight of (A) + (B).

[0035] The formulation according to the present invention may also further comprise at least one of: adhesion promoters in an amount in particular of 1 to 8 parts by weight, preferably of 2 to 6 parts by weight, in particular of 3 to 5 parts by weight; water traps chosen in particular from vinyl-functional alkoxysilanes, in an amount in particular of 1 to 8 parts by weight, in particular of 2 to 6 parts by weight, more particularly of 3 to 5 parts by weight, UV stabilizers chosen in particular from hindered amines, benzotriazole, benzophenone and hydroxytriazine, in an amount in particular of 0.1 to 4 parts by weight, in particular of 0.1 to 2 parts by weight; antioxidants chosen in particular from sterically hindered phenolic derivatives, in an amount in particular of 0.1 to 1 part by weight, in particular of 0.1 to 0.5 parts by weight;rheology modifiers chosen in particular from polyolefins, silica, pyrogenic silicic acids, precipitated silicic acids, cellulose ethers, castor oil derivatives, polyamides, fatty acid amide waxes and clays, in an amount in particular of 0.1 to 5 parts by weight, in particular of 0.1 to 3 parts by weight; crosslinking accelerators chosen in particular from organic amines, in an amount in particular of 0.1 to 1 part by weight, in particular of 0.1 to 0.5 parts by weight;

[0036] all parts by weight being given per 100 parts by weight of (A) + (B).

[0037] Examples of adhesion promoters include 3-glycidoxypropyl trimethoxysilane, 3-glycidoxypropyl methyldimethoxisilane, 3-glycidoxypropyltriethoxysilane, 3-glycidoxypropyl methyl diethoxysilane, 2-(3,4-epoxycyclohexyl) ethyl trimethoxysilane, 2-(3,4-epoxycyclohexyl) ethyltriethoxysilane, 2-(3,4-epoxycyclohexyl) ethyl methyldimethoxysilane,

[0038] 2-(3,4-epoxycyclohexyl) ethyl methyldiethoxysilane and epoxy silane polymer

[0039] Examples of water traps include vinyl triethoxysilane, dichloromethyl vinyl silane,

[0040] dimethoxy methylvinyl silane, diethoxymethyl vinylsilane, vinyl triacetoxy silane, chlorodimethylvinyl silane, vinyltrichlorosilane, vinyl tris(2-methoxy ethoxy)silane, 1,3,5,7-tetravinyl-1,3,5,7-tetramethylcyclotetrasiloxane, vinylsilane oligomer, vinyltri(isopropoxy)silane and vinyltriacetoxysilane.

[0041] Examples of curing accelerators include triethylamine, tributylamine, trioctylamine, monoethanolamine, diethanolamine, triethanolamine, triisopropanol amine, tetramethylenediamine, quadrol, diethylenetriamine, dimethylaniline, proton sponge, N,N'-bis[2-(bis dimethylamino)ethyl]-N,N'-dimethylethylenediamine, N,N'-dimethylcyclohexylamine, N-dimethylphenylamine, 2-methylpentamethylenediamine, 1,1,3,3-tetramethylguanidine, 1,3-diphenylguanidinebenzamidine, N-ethylmorpholine, 2,4,6-tris(dimethylaminomethyl)phenol (TDM), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), 1,5-diazabicylo(4,3.0) non-5-ene (DBN, n-pentylamine, n-hexylamine, di-n-propylamine, ethylenediamine,

[0042] diazabicyclo[2.2.2]octane (DABCO), 4-dimethylaminopyridine (DMAP), pentamethyldiethylenetriamine (PMDETA, imidazole, 1-methylimidazole.

[0043] The formulation according to the present invention can advantageously have a viscosity at 25°C of 850 to 2000 mPa.s on the Elcometer 2300 RV viscometer.

[0044] The formulation according to the present invention can advantageously have a Shore D hardness according to the ISO 868:2003 standard of 25 to 85.

[0045] The present invention also relates to a method for producing a draining coating on a surface of the bitumen, concrete, compacted aggregate mix or dirt road type, characterized in that it comprises the steps of: mixing a composition as defined above with at least one aggregate having a grain size of 1 to 10 mm, at a rate of 3 to 8 kg of composition per 100 kg of aggregate; spreading the mixture thus obtained of the grains of the aggregate(s) coated with composition over a height of 8 to 30 mm; and allowing the layer thus formed to harden.

[0046] The aggregate(s) can be chosen from quartz, marble and granite.

[0047] The method according to the present invention may also comprise the application of a primer film on the surface to be coated before the application of said composition.

[0048] The three tables below provide indications intended to guide the applicator of a draining coating according to the invention.Coating thicknessAggregate 2.5-5 mmAggregate mix 1-3 mm and 2.5-5 mm (50 / 50)16 mm22 liters / m2 / second9 liters / m2 / second20 mm26 liters / m2 / second12 liters / m2 / secondAggregate particle sizeQuantity of resin per 100 kg of aggregates1-3 mm6-8 kg per 100 kg of aggregates2.5-5 mm4-6 kg per 100 kg of aggregates5-8 mm3-5 kg ​​per 100 kg of aggregates

[0049] These quantities can be reduced or increased depending on the porosity of the aggregates.Terrace on concrete slab with a slope of 1.5-2%8 – 10 mmPedestrian path10 – 18 mmTraffic path18 – 24 mm

[0050] The following Examples 1 to 4 illustrate the present invention without, however, limiting its scope. In these examples, the constituents denoted GENIOSIL® and SILRES® are marketed by WACKER CHEMIE AG under the respective names indicated. General preparation procedure

[0051] Liquid compositions having the formulations indicated in the following Table 1 were prepared, the quantities of the constituents being given in parts by weight.

[0052] Example1234GENIOSIL® E-10 (a)344043,9060,40SILRES® IC 368 (b)6656,1039,60SILRES® IC 678 (c)60GENIOSIL® DAPDM (d)5555SILRES® 1701 SQ (e)12121212GENIOSIL® T (f)2222Viscosity at 25°C using the Elcometer 2300 RV viscometer (mPa.s)85085010001250Shore D hardness according to ISO 868: 200365554535polyether of formula (2) above with m1=0, p=2, R 11 , R 12 = methyl, R 6= methylene, and a weight-average molecular weight of about 8900 g / mol.Condensation polysiloxane of C6H5-Si-(OCH3)3 and CH3-Si-(OCH3)3 in a weight ratio of 62:38, which comprises 14-15 wt% methoxy groups, its weight-average molecular weight being 1900 g / mol.Condensation polysiloxane of C6H5-Si-(OCH3)3, which comprises 14-15 wt% methoxy groups, its weight-average molecular weight being 900 g / mol.Co-crosslinker N-(2-aminoethyl)aminopropylmethyl-dimethoxysilaneReactive diluent mixture of octyltriethoxysilane isomers, isooctyltriethoxysilane being the main componentUV stabilizer General operating procedure for application

[0053] We wanted to cover a 30m concrete slab 2 with a slope of 1.5% by a draining coating formed from each of the above formulations.

[0054] It was checked that the slab had been poured for more than 28 days and that it was dry.

[0055] First, a primer consisting of the liquid composition that will be used for the liquid composition / aggregate mixture was applied, at a rate of 150 to 200g / m 2 .

[0056] After 30 min to 1 h at 20°C, the following were mixed: 50 kg of aggregate with a grain size of 2.5-5 mm of Gris Flanelle marble marketed by the OMYA Company in 25 kg bags; and 3 kg of each of the liquid compositions prepared as above,

[0057] the aggregate and the liquid composition having been introduced into a BARON® brand vertical mixer to be mixed for between 2 and 3 minutes.

[0058] The liquid composition / aggregate mixture was poured into a wheelbarrow, then applied to the slab using a rake and then smoothed using a manual "Flemish" type or mechanical "helicopter" type smoother, which, to make working easier, was regularly lubricated with acetone solvent.

[0059] This operation was repeated several times in order to cover the entire slab.

[0060] The total consumption was, for a smooth draining coating thickness of 8 mm, 6 kg of primer, 400 kg of aggregate and 24 kg of liquid composition.

[0061] The surface was dry after 6 hours and walkable after 24 hours at 20°C and passable for a light vehicle after 48 hours at 20°C.

Claims

– Formulation for producing a draining floor covering, characterized in that it consists of a composition curable by the humidity of the ambient air, comprising:15 to 65 parts by weight, preferably 25 to 60 parts by weight, of at least one polyether with silane terminations, having a weight-average molecular mass of 4000 to 30000 g / mol;85 to 35 parts by weight, preferably 75 to 40 parts by weight, of at least one polysiloxane having a weight-average molecular mass of 700 to 2500 g / mol;1 to 8 parts by weight, preferably 2 to 6 parts by weight, of at least one aminosilane co-crosslinker;where appropriate at least one reactive diluent;and where appropriate at least one of adhesion promoters, water traps, UV stabilizers, antioxidants, rheology modifiers and crosslinking accelerators, the quantity of (A)+(B) representing 100 parts by weight and the quantity of (C) being given per 100 parts by weight of (A)+(B), said formulation comprising at least one aggregate having a grain size of 1 to 10 mm, at a rate of 3 to 8 kg of said composition per 100 kg of aggregate.; - Formulation according to claim 1, characterized in that the polyether(s) (A) are chosen from those of formulae (2) to (4): (2) (3) (4) in which: Z 1 , Z 2 , Z 3 each represent –SiR 3-p 11 (GOLD 12 ) p , with p=0, 1 or 2, notably 0 or 1; and R 11 and R 12, identical or different, each being a linear or branched C1-C6 alkyl radical;R 6 , R' 6 each represent a divalent alkylene radical, linear or branched, in C1-C6;R 7 , R' 7 each represent a divalent alkylene radical, linear or branched, in C2-C4;R 8 , R' 8 each represent a C5-C hydrocarbon radical 15 , aromatic or aliphatic, linear, branched or cyclic;R 9 , R' 9 each represent hydrogen, phenyl, linear, branched or cyclic C1-C6 alkyl or 2-succinate radical of formula , R 13 being a linear or branched C1-C6 alkyl radical;n1, n2, n3are non-zero integers;m1is zero or a non-zero integer;m2is a non-zero integer;n1and m1, n2and m2, and n3are such that the weight-average molecular mass of the polyether of formula (2), (3) and (4) respectively is 4000 to 30000 g / mol. - Formulation according to claim 2, characterized in that the polyether (A) is that of the formula: (2a) in which R 6 , R 7 , R 11 , R 12 , n1 and p are as defined in claim 2, in particular R 11 and R 12 represent methyl, p is equal to 1, and R 6 is methylene or ethylene or propylene. - Formulation according to one of claims 1 to 3, characterized in that the polyether(s) (A) have a viscosity at 25°C of 400 to 20000 mPa.s on the Elcometer 2300 RV viscometer. – Formulation according to one of claims 1 to 4, characterized in that the polysiloxane(s) (B) is or are chosen from those having units and / or units and / or units . - Formulation according to one of claims 1 to 5, characterized in that the polysiloxane is a condensation polysiloxane of C6H5-Si-(OCH3)3 and CH3-Si-(OCH3)3 or a condensation polysiloxane of C6H5-Si-(OCH3)3. – Formulation according to one of claims 1 to 6, characterized in that the polysiloxane(s) (B) have a viscosity at 25°C of 70 to 500 mPa.s on the Elcometer 2300 RV viscometer. – Formulation according to one of claims 1 to 7, characterized in that the co-crosslinker or co-crosslinkers (C) is or are chosen from the silanes of formula (1): (R 1 )(R 2 )NR 3 -SiR 4 3-q (GOLD 5 ) q (1) in which:R 1 and R 2 each represent hydrogen, linear C1-C6 alkyl, branched C2-C8 or cyclic C6-C 18 ; amino-C1–C alkyl 12 ;R 3 represents C1-C alkylene 18 ;R 4 and R5 , identical or different, are each a linear or branched C1-C6 alkyl radical; q is 0, 1 or 2, being in particular 0 or 1, and in particular among: aminopropyltrimethoxysilane, aminopropyltriethoxysilane, aminopropylmethyl-dimethoxysilane, aminopropylmethyldiethoxysilane, N-(2-aminoethyl)aminopropyltrimethoxysilane, N-(2-aminoethyl)aminopropyltriethoxysilane, N-(2-aminoethyl)aminopropyltrimethyldimethoxysilane, cyclohexylaminomethyltriethoxysilane, cyclohexylaminomethylethoxysilane, N-cyclohexylaminomethyltrimethoxysilane and N-cyclohexylaminomethylmethyldimethoxysilane. –Formulation according to one of claims 1 to 8, characterized in that it further comprises at least one reactive diluent (D) chosen from: dodecyltrimethoxysilane, octadecyltrimethoxysilane, n-octyltriethoxysilane, methyltrimethoxysilane, methyltriethoxysilane, n-propyltriethoxysilane, n-propyltrimethoxysilane, n-octyltrimethoxysilane, dimethyldimethoxysilane, dimethyldiethoxysilane, hexadecyltrimethoxysilane, trimethylethoxysilane, (cyclohexyl)methyldimethoxysilane, dicyclopentyldimethoxysilane, dodecylmethyldiethoxysilane, n-dodecyltriethoxysilane, octadecyltriethoxysilane, n-hexadecyltriethoxysilane, tetraethoxysilane, 1,2 bis(triethoxysilyl)ethane, 1,2 bis(trimethoxysilyl)ethane, methylpropyldiethoxysilane, methylpropyldimethoxysilane, isooctyltriethoxysilane, octylmethyldimethoxysilane, octylmethyldiethoxysilane, n-octadecylmethyldimethoxysilane and n-octadecylmethyldiethoxysilane,in an amount in particular of 1 to 25 parts by weight, preferably of 5 to 20 parts by weight, in particular of 10 to 15 parts by weight, per 100 parts by weight of (A) + (B)., Formulation according to one of claims 1 to 9, characterized in that it further comprises at least one of:adhesion promoters in an amount in particular of 1 to 8 parts by weight, preferably of 2 to 6 parts by weight, in particular of 3 to 5 parts by weight;water traps chosen in particular from vinyl-functional alkoxysilanes, in an amount in particular of 1 to 8 parts by weight, in particular of 2 to 6 parts by weight, more particularly of 3 to 5 parts by weightUV stabilizers chosen in particular from hindered amines, benzotriazole, benzophenone and hydroxytriazine, in an amount in particular of 0.1 to 4 parts by weight, in particular of 0.1 to 2 parts by weight:antioxidants chosen in particular from sterically hindered phenolic derivatives, in an amount in particular of 0.1 to 1 part by weight, in particular of 0.1 to 0.5 parts by weight;rheology modifiers chosen in particular from polyolefins, silica, pyrogenic silicic acids, precipitated silicic acids, cellulose ethers, castor oil derivatives, polyamides, fatty acid amide waxes and clays, in an amount in particular of 0.1 to 5 parts by weight, in particular of 0.1 to 3 parts by weight; crosslinking accelerators chosen in particular from organic amines, in an amount in particular of 0.1 to 1 part by weight, in particular of 0.1 to 0.5 parts by weight; all parts by weight being given per 100 parts by weight of (A) + (B).; Formulation according to one of claims 1 to 10, characterized in that the composition has a viscosity at 25°C of 850 to 2000 mPa.s on the Elcometer 2300 RV viscometer. – Formulation according to one of claims 1 to 11, characterized in that the composition has a Shore D hardness according to standard ISO 868: 2003 of 25 to 85. – Method for producing a draining coating on a surface of the bitumen, concrete, compacted aggregate mix or dirt road type, characterized in that it comprises the steps of:mixing a composition as defined in one of claims 1 to 12 with at least one aggregate having a grain size of 1 to 10 mm, at a rate of 3 to 8 kg of composition per 100 kg of aggregate;spreading the mixture thus obtained of the grains of the aggregate(s) coated with composition over a height of 8 to 30 mm; andallowing the layer thus formed to harden. – Method according to claim 13, characterized in that the aggregate(s) is / are chosen from quartz, marble and granite. – Method according to one of claims 13 and 14, characterized in that it comprises the application of a primer film on the surface to be coated before the application of said composition.

Citation Information

Patent Citations

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