Uses of UV-curable polythioether sealants for sealing fasteners and for smoothing surfaces

{
  "publication_number": "US9533798B2",
  "country": "US",
  "kind": "B2",
  "title": "Uses of UV-curable polythioether sealants for sealing fasteners and for smoothing surfaces",
  "abstract": "UV curable sealants, method s for making the sealants, and method for using the sealants are disclosed. The UV curable sealants may be used in seal caps useful to seal fasteners in aerospace fuel tanks. The UV curable sealants may also be used to smooth defects in surfaces such as aerospace surfaces.",
  "claims": [
    "1. A seal cap comprising: a preformed, at least partially cured, first sealant composition forming a shell; and an at least partially uncured, second sealant composition filling the shell, wherein the first sealant composition and the second sealant composition comprise: (i) a thiol-terminated polythioether; (ii) a divinyl ether; and (iii) a filler, wherein the filler is selected such that the first sealant composition and the second sealant composition are visually clear.",
    "2. The seal cap of claim 1, wherein the first sealant composition is at least partially transmissive to ultraviolet radiation and the second sealant composition is curable by ultraviolet radiation.",
    "3. The seal cap of claim 1, wherein the first sealant composition is fully cured.",
    "4. The seal cap of claim 1, wherein the first sealant composition is curable by ultraviolet radiation.",
    "5. The seal cap of claim 1, wherein the second sealant composition is fully uncured.",
    "6. The seal cap of claim 1, wherein the second sealant composition is curable by ultraviolet radiation.",
    "7. The seal cap of claim 1, wherein the first sealant composition and the second sealant composition comprise the same composition.",
    "8. The seal cap of claim 1, wherein the first sealant composition and the second sealant composition comprise different compositions.",
    "9. The seal cap of claim 1, wherein the thiol-terminated polythioether comprises a structure having the formula: - R 1 - [- S - (CH 2) 2 - O - [- R 2 - O -] m - (CH 2) 2 - S - R 1 -] n -; wherein (1) each R 1 independently denotes a C 2-10 linear alkanediyl group, a C 2-6 branched alkanediyl group, a C 6-8 cycloalkanediyl group, a C 6-10 alkanecycloalkanediyl group, - [(- CH 2 -) p - X -] q - (- CH 2 -) r - or - [(- CH 2 -) p - X -] q - (- CH 2 -) r - in which at least one - CH 2 - unit is substituted with a - CH(CH 3) - group, wherein: (i) each X is independently selected from O, S, and - NR 6 -, wherein R 6 is hydrogen or methyl; (ii) p is an integer having a value ranging from 2 to 6; (iii) q is an integer having a value ranging from 0 to 5; and (iv) r is an integer having a value ranging from 2 to 10; (2) each R 2 independently denotes a C 2-10 linear alkanediyl group, a C 2-6 branched alkanediyl group, a C 6-8 cycloalkanediyl group, a C 6-10 alkanecycloalkanediyl group, or - [(- CH 2 -) p - X -] q - (- CH 2 -) r -, wherein: (i) each X is independently selected from O, S, and - NR 6 -, wherein R 6 is hydrogen or methyl; (ii) p is an integer having a value ranging from 2 to 6; (iii) q is an integer having a value ranging from 0 to 5; and (iv) r is an integer having a value ranging from 2 to 10; (3) m is a rational number from 0 to 10; and (4) n is an integer having a value ranging from 1 to 60.",
    "10. The seal cap of claim 1, wherein the thiol-terminated polythioether comprises a thiol-terminated polythioether having the structure of the formula: HS - R 1 - [- S - (CH 2) 2 - O - [- R 2 - O -] m - (CH 2 -) 2 - S - R 1 -] n - SH wherein (1) each R 1 independently denotes a C 2-10 linear alkanediyl group, a C 2-6 branched alkanediyl group, a C 6-8 cycloalkanediyl group, a C 6-10 alkanecycloalkanediyl group, - [(- CH 2 -) p - X -] q - (- CH 2 -) r - or - [(- CH 2 -) p - X -] q - (- CH 2 -) r - in which at least one - CH 2 - unit is substituted with a - CH(CH 3) - group, wherein: (i) each X is independently selected from O, S, and - NR 6 -, wherein R 6 is hydrogen or methyl; (ii) p is an integer having a value ranging from 2 to 6; (iii) q is an integer having a value ranging from 0 to 5; and (iv) r is an integer having a value ranging from 2 to 10; (2) each R 2 independently denotes a C 2-10 linear alkanediyl group, a C 2-6 branched alkanediyl group, a C 6-8 cycloalkanediyl group, a C 6-10 alkanecycloalkanediyl group, or - [(- CH 2 -) p - X -] q - (- CH 2 -) r -, wherein: (i) each X is independently selected from O, S, and - NR 6 -, wherein R 6 is hydrogen or methyl; (ii) p is an integer having a value ranging from 2 to 6; (iii) q is an integer having a value ranging from 0 to 5; and (iv) r is an integer having a value ranging from 2 to 10; (3) m is a rational number from 0 to 10; and (4) n is an integer having a value ranging from 1 to 60.",
    "11. The seal cap of claim 1, wherein the thiol-terminated polythioether comprises a thiol-terminated polythioether having the structure of the formula: B-(A-[R 3] y - SH) z wherein: (1) A denotes a structure having the formula: - R 1 - [- S - (CH 2) 2 - O - [- R 2 - O -] m - (CH 2) 2 - S - R 1 -] n - wherein (I) each R 1 independently denotes a C 2-10 linear alkanediyl group, a C 2-6 branched alkanediyl group, a C 6-8 cycloalkanediyl group, a C 6-10 alkanecycloalkanediyl group, - [(- CH 2 -) p - X -] q - (- CH 2 -) r - or - [(- CH 2 -) p - X -] q - (- CH 2 -) r - in which at least one - CH 2 - unit is substituted with a - CH(CH 3) - group, wherein: (i) each X is independently selected from O, S, and - NR 6 -, wherein R 6 is hydrogen or methyl; (ii) p is an integer having a value ranging from 2 to 6; (iii) q is an integer having a value ranging from 0 to 5; and (iv) r is an integer having a value ranging from 2 to 10; (II) each R 2 independently denotes a C 2-10 linear alkanediyl group, a C 2-6 branched alkanediyl group, a C 6-8 cycloalkanediyl group, a C 6-10 alkanecycloalkanediyl group, or - [(- CH 2 -) p - X -] q - (- CH 2 -) r -, wherein: (i) each X is independently selected from O, S, and - NR 6 -, wherein R 6 is hydrogen or methyl; (ii) p is an integer having a value ranging from 2 to 6; (iii) q is an integer having a value ranging from 0 to 5; and (iv) r is an integer having a value ranging from 2 to 10; (III) m is a rational number from 0 to 10; and (IV) n is an integer having a value ranging from 1 to 60; (2) y is 0 or 1; (3) R 3 denotes a single bond when y=0 and - S - (CH 2) 2 - [- O - R 2 -] m - O - when y=1; (4) z is an integer from 3 to 6; and (5) B denotes a z-valent residue of a polyfunctionalizing agent.",
    "12. The seal cap of claim 1, wherein the second sealant composition further comprises an ethylenically unsaturated silane.",
    "13. The seal cap of claim 1, wherein the second sealant composition further comprises a photoinitiator.",
    "14. The seal cap of claim 1, wherein the second sealant composition comprises an essentially stoichiometric equivalent amount of thiol groups to alkenyl groups.",
    "15. The seal cap of claim 1, wherein the filler transmits ultraviolet (UV) radiation.",
    "16. The seal cap of claim 1, wherein the filler is selected in part by an index of refraction of the filler.",
    "17. The seal cap of claim 1, wherein the filler comprises fumed silica.",
    "18. The seal cap of claim 1, wherein the filler has a specific gravity from 0.1 to 0.7.",
    "19. The seal cap of claim 1, wherein the filler internally scatters reflected ultraviolet (UV) radiation.",
    "20. A method of sealing a fastener comprising: applying the seal cap of claim 1 to the fastener; and exposing the seal cap to ultraviolet radiation to fully cure the second sealant to seal the fastener.",
    "21. A fastener comprising the seal cap of claim 1.",
    "22. A method of smoothing a surface defect comprising: applying a sealant composition to the surface defect; smoothing the sealant composition to fill the surface defect; exposing the smoothed sealant composition to ultraviolet radiation to cure the smoothed sealant composition, wherein the sealant composition is UV-curable and comprises: (i) a thiol-terminated polythioether; and (ii) an alkenyl-terminated compound comprising a divinyl ether.",
    "23. The method of claim 22, wherein the surface defect comprises a surface depression.",
    "24. The method of claim 22, wherein the surface defect comprises a gap between two adjacent panels."
  ],
  "description_excerpt": "The present disclosure relates to UV-curable sealant compositions suitable for use in aerospace sealant applications. More particularly, the disclosure relates to preformed UV-curable sealant shells having a cavity filled with a UV-curable sealant, methods for making such shells, and methods for applying such shells to a substrate. The disclosure also relates to methods of using UV-curable sealant compositions to fill and smooth depressions and gaps on a substrate.\n\nAircraft consist of many parts that are assembled using fasteners. Certain fasteners, such as those within fuel tanks, must be protected from fuel leakage. For other fasteners, such as those on the exterior surface of an aircraft, it is desirable to smooth depressions such as those resulting from countersinks and panel gaps to improve aerodynamic performance and to provide electrical insulation. Compositions used to seal these and other fasteners must meet the demanding aerospace requirements. Furthermore, because of the large number of fasteners and panel gaps on an aircraft, which can be several thousand, it is desirable that the sealant compositions used and the methods of applying the sealant composition be amenable to efficient high-volume processing.\n\nPreformed seal caps having a partially hardened shell comprising a first sealant filled with a partially unhardened second sealant have been used to seal fasteners. These seal caps are maintained at a temperature below the hardening temperature of the second sealant until immediately prior to use at which time the seal caps can be placed on a fastener and cured at ambient temperature.",
  "cpc": [
    "B65D 41/005",
    "B32B 37/1284",
    "C08G 75/02",
    "C08G 75/045",
    "C08G 75/12",
    "C08L 81/02",
    "C09J 181/02"
  ],
  "ipc": [
    "B32B 37/12",
    "B65D 41/00",
    "C08F 2/48",
    "C08G 75/02",
    "C08G 75/12",
    "C08L 81/02",
    "C09J 181/02"
  ],
  "assignees": [
    "PRC Desoto International Inc"
  ],
  "inventors": [
    "Bruce Virnelson",
    "Raquel Keledjian",
    "Renhe Lin",
    "Chandra B. Rao"
  ],
  "filing_date": "2012-10-24",
  "publication_date": "2017-01-03",
  "grant_date": "2017-01-03",
  "priority_date": "2010-08-13",
  "application_number": "US-201213659074-A",
  "family_id": "49476303",
  "cited_by_count": 12,
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}