초록

Thiol-terminated polythioether compositions and sealants prepared using the thiol-terminated polythioether compositions that exhibit extended working time and that rapidly cures at room temperature at the end of the working time are disclosed.

대표청구항 ▼

1. A composition comprising: a thiol-terminated polythioether prepolymer;an epoxy curing agent; anda latent tertiary amine catalyst selected from an encapsulated tertiary amine catalyst, a tertiary amine inclusion catalyst, and a combination thereof. 2. The composition of claim 1, wherein the thiol-

1. A composition comprising: a thiol-terminated polythioether prepolymer;an epoxy curing agent; anda latent tertiary amine catalyst selected from an encapsulated tertiary amine catalyst, a tertiary amine inclusion catalyst, and a combination thereof. 2. The composition of claim 1, wherein the thiol-terminated polythioether prepolymer comprises a thiol-terminated polythioether comprising a backbone comprising the structure of Formula (1): —R1—[—S—(CH2)2—O—[—R2—O—]m—(CH2)2—S—R1]n—  (1)wherein, each R1 is independently selected from a C2-10 n-alkanediyl group, a C3-6 branched alkanediyl group, a C6-8 cycloalkanediyl group, a C6-10 alkanecycloalkanediyl group, a heterocyclic group, a —[(—CHR3—)p—X—]q—(CHR3)r— group, wherein each R3 is selected from hydrogen and methyl;each R2 is independently selected from a C2-10 n-alkanediyl group, a C3-6 branched alkanediyl group, a C6-8 cycloalkanediyl group, a C6-14 alkanecycloalkanediyl group, a heterocyclic group, and a —[(—CH2—)p—X—]q—(CH2)r— group;each X is independently selected from O, S, and —NR—, wherein R is selected from hydrogen and methyl;m ranges from 0 to 50;n is an integer ranging from 1 to 60;p is an integer ranging from 2 to 6;q is an integer ranging from 1 to 5; andr is an integer ranging from 2 to 10. 3. The composition of claim 1, wherein the thiol-terminated polythioether comprises a thiol-terminated polythioether of Formula (2a), a thiol-terminated polythioether of Formula (2b), or a combination thereof: HS—R1—[—S—(CH2)2—O—(R2—O)m—(CH2)2—S—R1—]n—SH   (2a){HS—R1—[—S—(CH2)2—O—(R2—O)m—(CH2)2—S—R1—]n—S—V′—}zB   (2b)wherein, each R1 independently is selected from C2-10 alkanediyl, C6-8 cycloalkanediyl, C6-14 alkanecycloalkanediyl, C5-8 heterocycloalkanediyl, and —[(—CHR3—)p—X—]q—(—CHR3—)r—, wherein, p is an integer from 2 to 6;q is an integer from 1 to 5;r is an integer from 2 to 10;each R3 is independently selected from hydrogen and methyl; andeach X is independently selected from —O—, —S—, and —NR—, wherein R is selected from hydrogen and methyl;each R2 is independently selected from C1-10 alkanediyl, C6-8 cycloalkanediyl, C6-14 alkanecycloalkanediyl, and —[(—CHR3—)p—X—]q—(—CHR3—)r—, wherein p, q, r, R3, and X are as defined as for R1;m is an integer from 0 to 50;n is an integer from 1 to 60;B represents a core of a z-valent, polyfunctionalizing agent B(—V)z wherein, z is an integer from 3 to 6; andeach V is a moiety comprising a terminal group reactive with a thiol; andeach —V′— is derived from the reaction of —V with a thiol. 4. The composition of claim 1, wherein the thiol-terminated polythioether comprises the reaction product of reactants comprising: (a) a dithiol of Formula (3): HS—R1—SH  (3)wherein, R1 is selected from C2-6 alkanediyl, C6-8 cycloalkanediyl, C6-10 alkanecycloalkanediyl, C5-8 heterocycloalkanediyl, and —[—(CHR3)p—X—]q—(CHR3)r—; wherein, each R3 is independently selected from hydrogen and methyl;each X is independently selected from —O—, —S—, —NH—, and —NR— wherein R is selected from hydrogen and methyl;p is an integer from 2 to 6;q is an integer from 1 to 5; andr is an integer from 2 to 10; and(b) a divinyl ether of Formula (4): CH2═CH—O—[—R2—O—]m—CH═CH2  (4)wherein, each R2 is independently selected from C1-10 alkanediyl, C6-8 cycloalkanediyl, C6-14 alkanecycloalkanediyl, and —[(—CHR3—)p—X—]q—(—CHR3—)r—, wherein p, q, r, R3, and X are as defined for R1; andm is an integer from 0 to 50. 5. The composition of claim 4, wherein the reactants comprise (c) a polyfunctional compound comprising a polyfunctional compound B(—V)z, wherein, B represents a core of a z-valent, polyfunctionalizing agent B(—V)z wherein, z is an integer from 3 to 6; andeach V is a moiety comprising a terminal group reactive with a thiol; andeach —V′— is derived from the reaction of —V with a thiol. 6. The composition of claim 1, wherein the thiol-terminated polythioether prepolymer is characterized by an average thiol functionality from 2.05 to 2.8. 7. The composition of claim 1, wherein the epoxy curing agent is selected from a Novolac epoxy resin, a bisphenol A/epichlorohydrin derived epoxy resin, and a combination thereof. 8. The composition of claim 1, wherein the tertiary amine catalyst comprises an imidazole-epoxy adduct. 9. The composition of claim 1, wherein the tertiary amine catalyst comprises an imidazole. 10. The composition of claim 1, wherein the tertiary amine catalyst comprises 1,8-diazabicyclo[5.4.0]undec-7-ene. 11. The composition of claim 1, formulated as a sealant. 12. The composition of claim 11, characterized by a working time from about 40 hours to about 120 hours at room temperature. 13. The composition of claim 11, which cures tack free within 24 hours to 48 hours at room temperature after the time the composition is no longer workable. 14. The composition of claim 11, which cures to a Shore A hardness of 20 A within 24 hours to 48 hours at room temperature after the time the composition is no longer workable. 15. A cured sealant prepared from the composition of claim 11. 16. A method of sealing one or more surfaces, comprising: applying the composition of claim 11 to one or more surfaces; andcuring the applied composition to seal the one or more surfaces.