IP Library › Granted Patent US 12,359,100
Granted Patent B2
US 12,359,100 · App. 17/600,934 · Granted Jul 15, 2025

System for producing a sealing compound for insulating glass

Inventors: Randolf Karrer (Seligenstadt, DE); Nikita Polikarpov (Hanau, DE); Michael Vollrath-Rödiger (Frankfurt, DE)
Assignee: IGK ISOLIERGLASKLEBSTOFFE GMBH
C09J11/04C08L75/04C08L75/14C09J123/00C09J175/04C09J181/04E06B3/67343
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,359,100
App. No.
17/600,934
Granted
Jul 15, 2025
Kind
B2
Abstract

The present invention relates to a system for the production of a sealant composite made of a primary sealing material and a curable secondary sealing material, the use of the system for the production of insulating glass or solar modules, an edge seal for the production of double-pane or multi-pane insulating glass or solar modules comprising the sealant composite and an insulating glass unit comprising at least two glass panes and the edge seal.

Claims (68)

1. A system for producing a sealant composite, the sealant composite comprising a primary sealing material and a distinct curable secondary sealing material, the system including at least three separately stored components (A, B1, B2), wherein the component (A) is the primary sealing material, comprising:

a) about 30-80% by weight of at least one olefinic polymer;

b) about 2-35% by weight of at least one polymer modified with reactive groups;

c) about 5-65% by weight of at least one filler;

d) about 5-25% by weight of at least one drying agent;

e) about 0-3% by weight of at least one stabiliser;

wherein the distinct secondary sealing material is a sealing material based on polyurethane, obtainable from a polymer component (B1) and a hardener component (B2),

wherein the polymer component (B1) is selected from the group consisting of diols, polyols, polyester polyols, and polyolefins modified with available acidic hydrogen, and

wherein the polymer component (B2) is selected from the group consisting of isocyanates, mono-, di-, tri- and polyisocyanates, and mixtures thereof,

wherein the secondary sealing material contains a catalyst and/or an initiator, wherein the catalyst and/or initiator is selected to activate the reactive groups in the primary sealing material upon contact with the catalyst and/or initiator in secondary sealing material.

2. The system according to claim 1 , wherein the reactive groups are suitable for reacting with OH, SH or NCO functionalities.

3. The system according to claim 1 , wherein the reactive groups are selected from at least one terminal group or a group statistically distributed within the polymer framework, selected from the group consisting of alkoxy silyl, carboxyl, optionally substituted amino, epoxy, vinyl, methacryl, methacryloxyl, carbamate, mercapto, glycidoxy, optionally substituted hydroxyl, isocyanate and combinations thereof.

4. The system according to claim 1 , wherein the reactive groups are selected from at least one terminal group or an alkoxyl silyl group statistically distributed within the polymer framework.

5. The system according to claim 1 , wherein the at least one polymer b) modified with reactive groups is bifunctional.

6. The system according to claim 5 , wherein the at least one bifunctional polymer b) comprises an optionally terminal alkoxy silyl, and a further optionally terminal group selected from carboxyl, amino, epoxy, vinyl, methacryl, methacryloxyl, carbamate, mercapto, glycidoxy, hydroxyl and isocyanate.

7. The system according to claim 1 , wherein the at least one olefinic polymer a) is selected from homo- or co-polymers, composed of the monomers ethylene, propylene, n-butene and the higher homologues and isomers thereof, from functional vinyl compounds, and from unsaturated acid derivatives.

8. The system according to claim 1 , wherein the at least one olefinic polymer a) is selected from the group consisting of polyisobutylene, polybutylene, butyl rubber (polyisobutylene isoprene), styrene block co-polymers, and amorphous co- and/or terpolymers of α-olefins (APAO).

9. The system according to claim 1 , wherein a polymer framework of the at least one modified polymer b) is selected from homo- or co-polymers, composed of the monomers ethylene, propylene, n-butene and the higher homologues and isomers thereof, from functional vinyl compounds, and from unsaturated acid derivatives.

10. The system according to claim 1 , wherein a polymer framework of the at least one modified polymer b) is selected from the group consisting of isobutylene, polybutylene, butyl rubber (polyisobutylene isoprene), styrene block co-polymers and amorphous co- and/or terpolymers of α-olefins (APAO), polyester, polyether, and polyether-polyester.

11. The system according to claim 1 , wherein the at least one filler c) is selected from the group consisting of carbon blacks, precipitated or pyrogenic silica, optionally surface-treated precipitated or ground chalk, zeolites, bentonites, magnesium carbonate, diatomite, alumina, clay, silicates, barite, titanium dioxide, iron oxide, zinc oxide, sand, quartz, flint, aluminium powder, zinc powder, glass powder/fibres, carbon fibres, graphite, silicon oxides and mixtures thereof.

12. The system according to claim 1 , wherein the at least one drying agent d) is selected from water-binding fillers and hydrolysable silane compounds.

13. The system according to claim 1 , wherein the at least one stabiliser e) is selected from the group consisting of sterically hindered phenols, thioethers, mercapto compounds, phosphorous esters, benzotriazoles, benzophenones, sterically hindered amines (HALS), and ozone protection means.

14. The system according to claim 1 , wherein the catalyst and/or initiator is selected from the group consisting of titanates, bismuth compounds, tin compounds, tin oxides, organoaluminum compounds, chelate compounds, amine compounds or the salts thereof with carboxylic acids, organic sulphonic acids, manganese compounds, and mixtures thereof.

15. The system according to claim 1 , wherein the polymer component (B1) and/or hardener component (B2) additionally contains expedients and additives, selected from the group consisting of plasticisers, stabilisers, fillers, pigments, diluents or reactive diluents, drying agents, adhesion-promoting agents, fungicides, flame retardants, catalysts, rheological auxiliaries, colour pigments or colour pastes, and mixtures thereof.

16. The system according to claim 1 , wherein the component (A) in a stored state is free of catalysts.

17. The system according to claim 1 , wherein the component (A) in a stored state contains 0.001 to 1% by weight of catalyst, selected from the group consisting of titanates, bismuth compounds, tin compounds, tin oxides, tin octylate, dibutyltin dimaleate, dibutyltin diacetyl acetonate and reaction products of dibutyltin oxide and esters of phthalic acids, organoaluminum compounds, chelate compounds, amine compounds or their salts with carboxylic acids, and mixtures thereof.

18. The system according to claim 4 , wherein the reactive groups comprise 1 to 8 carbon atoms in each alkoxyl moiety.

19. The system according to claim 18 , wherein the reactive groups are di- or tri-oxysilyl groups.

20. The system according to claim 19 , wherein the reactive groups are di- or tri-methoxy or -ethoxy silyl.

21. The system according to claim 6 , wherein polymer b) comprises an optionally terminal trialkoxysilyl.

22. The system according to claim 21 , wherein polymer b) comprises an optionally terminal trimethoxysilyl.

23. The system according to claim 7 , wherein the at least one olefinic polymer a) is selected from:

vinyl acetate, vinyl chloride, styrene, and α-methyl styrene; and

acrylic acids, methacrylic acids, acrylates, methacrylates, and acryl nitrile.

24. The system according to claim 8 , wherein the at least one olefinic polymer a) is selected from modified or unmodified SBS, SIS, SEBS, SEPS, SIBS, and SPIBS.

25. The system according to claim 9 , wherein the polymer framework of the at least one modified polymer b) is selected from

vinyl acetate, vinyl chloride, styrene, and α-methyl styrene; and

acrylic acids, methacrylic acids, acrylates, methacrylates, and acryl nitrile.

26. The system according to claim 10 , wherein the framework of the at least one modified polymer b) is selected from modified or unmodified SBS, SIS, SEBS, SEPS, SIBS, and SPIBS.

27. The system according to claim 12 , wherein the water-binding filler is selected from silica gel, calcium oxide, and zeolites with defined pore diameters corresponding with type 3 A to 10 A molecular sieves.

28. The system according to claim 15 , wherein the polymer component (B1) is selected from polysulfide polymers with a molecular weight range of from about 1000 to 4000.

29. The system according to claim 15 , wherein the polymer framework is completely or partially based on renewable raw materials.

30. The system according to claim 15 , wherein the hardener component (B2) is selected from epoxides, manganese (IV) oxide, a tertiary amine catalyst, dipentamethylene thiuram tetrasulfide (DPTT).

31. The system according to claim 15 , wherein the additives are selected from:

mineral oils, white oils, paraffinic hydrocarbons, phthalates or adipates;

antioxidants, UV stabilisers or hydrolysis stabilisers;

carbon black, precipitated or pyrogenic silica, optionally surface-treated precipitated or ground chalk, zeolites, bentonites, magnesium carbonate, diatomite, alumina, clay, kaolin, talc, barite, titanium dioxide, iron oxide, zinc oxide, sand, quartz, flint, mica, aluminium powder, zinc powder, glass powder/fibres, carbon fibres, graphite, silicates, and silicon oxides;

water-binding fillers, calcium oxide or zeolites with defined pore diameters, and hydrolysable silane compounds;

organofunctional silanes; and

manganese compounds.

32. The system according to claim 31 , wherein the additives are selected from silica gel or zeolites with pore diameters corresponding to molecular sieves 3 A-10 A.

33. The system according to claim 31 , wherein the additives are selected from hydroxy-functional, (meth)acryloxy-functional, mercapto-functional, amino-functional or epoxy-functional silanes.

34. The system according to claim 31 , wherein the additive comprises a manganese (IV) oxide.

35. The system according to claim 17 , wherein component (A) in the stored state contains 0.01 to 0.1% by weight of catalyst.

36. The system according to claim 17 , wherein component (A) in the stored state contains a catalyst selected from:

tetrabutyl titanate and titanium tetraacetylacetonate;

bismuth-tris-2-ethylhexanoate;

tin carboxylates;

dibutyltin dilaurate (DBTL), dibutyltin diacetate or dibutyltin diethyl hexanoate;

dibutyltin oxide and dioctyl tin oxide;

aluminium trisacetylacetonate; and

zirconium tetraacetylacetonate and titanium tetraacetylacetonate.

37. The system according to claim 17 , wherein component (A) in the stored state contains a catalyst selected from octylamine, cyclohexylamine, benzylamine, butylamine, di-butylamine, monoethanolamine, triethanolamine, diethylenetriamine, triethylenetetramine, triethylenediamine, guanidine, morpholine, N-methylmorpholine and 1,8-diazabicyclo-(5,4,0)-undecene-7 (DBU), and silane adhesion-promoting agents with amino groups.

38. The system according to claim 1 ,

wherein the polymer component (B1) is based completely or partially on renewable raw materials.

39. The system according to claim 1 ,

wherein the hardener component (B2) comprises one or more polyisocyanates selected from the group consisting of benzyl isocyanate, toluene isocyanate, phenyl isocyanate and alkyl isocyanates, in which the alkyl group contains 1 to 12 carbon atoms, aromatic, cycloaliphatic and aliphatic isocyanates such as m-phenylene diisocyanate, toluene 2-4 diisocyanate, toluene 2-6-diisocyanate, isophorone diisocyanate, 1,3- and/or 1,4-bis-(isocyanatomethyl) cyclohexane (including cis- or trans-isomers), hexamethylene-1,6-diisocyanate, tetramethylene-1,4-diisocyanate, cyclohexane-1,4-diisocyanate, hexahydrotoluene diisocyanate, methylenebis(cyclohexane isocyanate) (H12MDI), naphthylene-1,5-diisocyanate, methoxyphenyl-2,4-diisocyanate, diphenylmethane-4,4′-diisocyanate, 4,4′-biphenylene diisocyanate, 3,3′-dimethoxy-4,4′-biphenyl diisocyanate, 3,3′-dimethyl-4-4′-biphenyl diisocyanate, 3,3′-dimethyldiphenylmethane-4,4′-diisocyanate, 4,4′, 4″-triphenylmethane triisocyanate, polymethylene polyphenyl isocyanate (PMDI), toluene-2,4,6-triisocyanate and 4,4′-dimethyldiphenylmethane-2,2′, 5,5′-tetraisocyanate, the derivatives thereof comprising biuret, urea, carbodiimide, allophonate and/or isocyanurate groups, and mixtures thereof.

40. The system of claim 1 , wherein the primary sealing material is in the form of a reactive thermoplastic spacer (TPS).

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 26, 2021
From: KARRER, RANDOLF; POLIKARPOV, NIKITA; VOLLRATH-RÖDIGER, MICHAEL
To: IGK ISOLIERGLASKLEBSTOFFE GMBH
Reel/Frame 057909/0123 →
Priority Claims (1)
DE 10 2019 204 773.4 · Apr 3, 2019 · national
Continuity (1)
Related Publication 20220195263A1 · Jun 23, 2022
References Cited (55)
US 8865817B2 · Futscher · 2014 [cited by applicant]
US 9873820B2 · Hudson · 2018 [cited by applicant]
US 10370523B2 · Chao · 2019 [cited by examiner]
US 20030162882A1 · Grimm · 2003 [cited by examiner]
US 20110048509A1 · Becker · 2011 [cited by examiner]
US 20110223429A1 · Hudson · 2011 [cited by examiner]
US 20120199199A1 · Wood et al. · 2012 [cited by applicant]
US 20120304591A1 · Cooper · 2012 [cited by applicant]
DE 19632063C1 · 1998 [cited by applicant]
DE 69503462T2 · 1999 [cited by applicant]
DE 19821355A1 · 1999 [cited by applicant]
DE 10204174A1 · 2002 [cited by applicant]
DE 10338069B3 · 2004 [cited by applicant]
DE 102006003935A1 · 2007 [cited by applicant]
DE 102007045104A1 · 2009 [cited by applicant]
EP 0024501A1 · 1981 [cited by applicant]
EP 0287025A2 · 1988 [cited by applicant]
EP 0312967A1 · 1989 [cited by applicant]
EP 0434840A1 · 1991 [cited by applicant]
EP 0452875A1 · 1991 [cited by applicant]
EP 0537660A1 · 1993 [cited by applicant]
EP 0889108A1 · 1999 [cited by applicant]
EP 0916801A2 · 1999 [cited by applicant]
EP 1245601A1 · 2002 [cited by applicant]
EP 2190919A1 · 2010 [cited by applicant]
EP 2420536A1 · 2012 [cited by applicant]
EP 2277931B1 · 2012 [cited by applicant]
EP 1893545B1 · 2015 [cited by applicant]
EP 2516576B1 · 2018 [cited by applicant]
WO WO0172922A1 · 2001 [cited by applicant]
WO WO2004081329A2 · 2004 [cited by applicant]
WO WO2009060199A2 · 2009 [cited by applicant]
WO WO2010094725A1 · 2010 [cited by applicant]
WO WO2011056379A1 · 2011 [cited by applicant]
WO WO2011078922A · 2011 [cited by applicant]
WO WO2012015997A1 · 2012 [cited by applicant]
WO WO2017162839A1 · 2017 [cited by applicant]
WO WO2018054791A1 · 2018 [cited by applicant]
WO WO2018116949A1 · 2018 [cited by applicant]
International Search Report, PCT /EP2020/059132, Aug. 7, 2020, 2 pgs. [cited by applicant]
M. Roessing et al., “New polymers with a flexible backbone”, Raw Materials, adhesion Adhesives & Sealants (Feb. 2011), pp. 10-13. [cited by applicant]
Römpp Chemie Lexikon. 9th Edition, Georg Thieme Verlag, 1995, pp. 3575, 3576 and 3572. [cited by applicant]
A. Ebbers, “Advancing Adhesives: Hot-Melt Adhesives are Packed to Perfection”; Adhesives Mag (Aug. 1, 2014), pp. 1-3. [cited by applicant]
A. Ebbers, “Vestoplast® for Window sealant applications”, Product Portfolio (Mar. 2013), 33 pgs. [cited by applicant]
Bodo Müller and Walter Rath, “Formulierung von Kleb- und Dichtstoffen”, Vinzenz Verlag (2004), pp. 54-55. [cited by applicant]
EPO Summons to the Oral, EP Appl. No. 20717590.2/Patent No. 3947528, Nov. 14, 2024, 13 pgs. [cited by applicant]
Glaswelt, ,,Pu weiter auf dem Vormarsch, Interview with Ben Mol (Oct. 2000), pp. 34-35. [cited by applicant]
H. Lucke, ,,Aliphatische Polysulfide: ALIPS, Chemie und Technologie der ALIPS, Hüthig und Wepf Verlag (1992), p. 53. [cited by applicant]
Kömmerling, ,,Isolierglas-Dicktstoff GD 116, Produktinformation (Nov. 2008), pp. 1-2. [cited by applicant]
Kömmerling, ,,Ködispace 4SG, Produktinformation (Jan. 2012), pp. 1-2. [cited by applicant]
Ottocoll® S670, ,,Vertraglichkeit mit verschiedenen Randverbundmaterialien/Haftung des Klebessystems, (2019), pp. 1-3. [cited by applicant]
Randolf Karrer, ,,EU-Richtlinie für Polyurethan im Randverbund, Glas+Rahmen (Dec. 2013), 3 pgs. [cited by applicant]
Randolf Karrer; Korean Office Action, Appl. No. 10-2021-7035682, Dec. 2, 2024, including English translation and pending claims. [cited by applicant]
Saint-Gobain Glass Solutions, ,,Nachweis Zeitstandverhalten—Mehrscheiben-Isolierglas nach DIN EN1279-3, ift Rosenheim (Aug. 26, 2011), pp. 1-5. [cited by applicant]
Silicone—Chemie und Technologie, ,,Haftvermittler/Haftschichten, Vulkan-Verlag, Essen (1989), p. 34. [cited by applicant]