IP Library Granted Patent US 7,414,081
Granted Patent B2
US 7,414,081 · App. 10/478,668 · Granted Aug 19, 2008

Colored, radiation-curable composition

Assignee: Draka Comteq B.V.
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Quick Facts
Patent No.
US 7,414,081
App. No.
10/478,668
Granted
Aug 19, 2008
Kind
B2
Abstract

Radiation-curable compositions, and methods of making the same, for providing a wide variety of substrates with a durable, colored coating or colorant are disclosed. The color is at least in part provided by chromophore molecules that are covalently bonded to other components within the radiation-curable composition. A telecommunication element having a durable color identifying polymeric coating thereon is also disclosed. The telecommunication element comprises an elongated communication transmission medium, such as an optical fiber or an optical fiber ribbon, and a radiation-cured polymeric coating having an identifying color applied on at least a portion of the transmission medium.

Claims (211)

1. A telecommunication element having a color identifying coating thereon, the telecommunication element comprising:

an elongated communication transmission medium; and

a coating having an identifying color applied on at least a portion of the transmission medium,

wherein said coating comprises a radiation-cured, crosslinked, polymeric network, and

wherein the identifying color in the coating is at least in part provided by at least one anthraquinone dye covalently bonded by at least one covalent bond to said polymeric network;

wherein the anthraquinone dye is selected from the group consisting of 1,5-bis((3-hydroxy-2,2-dimethylpropyl)amino)-9,10-anthracenedione; 2,2′-((9,10-dihydro-9,10-dioxo-1,5-anthracenediyl)bis(thio)bis-benzoic acid, 2-hydroxyethyl ester; and 1,5-bis((2,2-dimethyl-3-hydroxypropyl)amino)-4,8-bis((4-methylphenyl)thio)anthraquinone.

2. The telecommunications element of claim 1 , wherein:

(a) the elongated transmission medium is selected from the group consisting of (i) an optical fiber having a core and a cladding surrounding the core, (ii) an optical fiber having a core, a cladding surrounding the core, and one or more polymeric coatings on the cladding, (iii) a plurality of optical fibers arranged in an array, and (iv) an optical fiber ribbon; and

(b) the identifying color is thermally stable and light fast.

3. A radiation-curable, chromophore-containing compound, comprising at least one radiation-curable group and at least one chromophore moiety, wherein the radiation-curable, chromophore-containing compound comprises the reaction product of:

(a) an isocyanate-containing compound comprising (i) at least one isocyanate group and (ii) the at least one chromophore moiety; and

(b) a radiation-curable compound comprising (i) at least one isocyanate-reactive functional group and (ii) the at least one radiation-curable group,

wherein the at least one radiation-curable group of said radiation-curable, chromophore-containing compound is covalently bonded to said radiation-curable, chromophore-containing compound by at least one covalent bond formed by reacting an isocyanate-reactive functional group (i) of said radiation-curable compound (b) with an isocyanate group (i) of said isocyanate-containing compound (a), and said isocyanate-containing compound (a) is the reaction product of:

(c) a chromophore-containing compound comprising (i) a chromophore moiety and (ii) at least one isocyanate-reactive functional group; and

(d) a polyisocyanate,

wherein the chromophore moiety (i) of said chromophore-containing compound (c) is an anthraquinone dye, and

wherein the anthraquinone dye is selected from the group consisting of 1,5-bis((3-hydroxy-2,2-dimethylpropyl)amino)-9,10-anthracenedione; 2,2′-((9,10-dihydro-9,10-dioxo-1,5-anthracenediyl)bis(thio))bis-benzoic acid, 2-hydroxyethyl ester; and 1,5-bis((2,2-dimethyl-3-hydroxypropyl)amino)-4,8-bis((4-methylphenyl)thio)anthraquinone.

4. The radiation-curable, chromophore-containing compound of claim 3 , wherein the anthraquinone dye is 1,5-bis((2,2-dimethyl-3-hydroxypropyl)amino)-4,8-bis((4-methylphenyl)thio)anthraquinone.

5. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) a radiation-curable, chromophore-containing compound,

wherein the radiation-curable, chromophore-containing compound comprises at least one radiation-curable group and at least one chromophore moiety, wherein the radiation-curable, chromophore-containing compound comprises the reaction product of:

(a) an isocyanate-containing compound comprising (i) at least one isocyanate group and (ii) the at least one chromophore moiety; and

(b) a radiation-curable compound comprising (i) at least one isocyanate-reactive functional group and (ii) the at least one radiation-curable group,

wherein the at least one radiation-curable group of said radiation-curable, chromophore-containing compound is covalently bonded to said radiation-curable, chromophore-containing compound by at least one covalent bond formed by reacting an isocyanate-reactive functional group (i) of said radiation-curable compound (b) with an isocyanate group (i) of said isocyanate-containing compound (a), and said isocyanate-containing compound (a) is the reaction product of:

(c) a chromophore-containing compound comprising (i) a chromophore moiety and (ii) at least one isocyanate-reactive functional group; and

(d) a polyisocyanate, and

wherein the composition further comprises TiO 2 .

6. A dye concentrate, comprising a radiation-curable, chromophore-containing compound and tetrahydrofurfuryl acrylate (THFA),

wherein the radiation-curable, chromophore-containing compound comprises at least one radiation-curable group and at least one chromophore moiety, wherein the radiation-curable, chromophore-containing compound comprises the reaction product of:

(a) an isocyanate-containing compound comprising (i) at least one isocyanate group and (ii) the at least one chromophore moiety; and

(b) a radiation-curable compound comprising (i) at least one isocyanate-reactive functional group and (ii) the at least one radiation-curable group, and

wherein the at least one radiation-curable group of said radiation-curable, chromophore-containing compound is covalently bonded to said radiation-curable, chromophore-containing compound by at least one covalent bond formed by reacting an isocyanate-reactive functional group (i) of said radiation-curable compound (b) with an isocyanate group (i) of said isocyanate-containing compound (a), and said isocyanate-containing compound (a) is the reaction product of:

(c) a chromophore-containing compound comprising (i) a chromophore moiety and (ii) at least one isocyanate-reactive functional group; and

(d) a polyisocyanate.

7. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) the dye concentrate according to claim 6 .

8. The radiation-curable composition of claim 7 , wherein the composition further comprises TiO 2 .

9. The radiation-curable composition of claim 7 , wherein the composition further comprises one or more of a photoinitiator, a reactive diluent, a stabilizer, and a surfactant.

10. A substrate having the radiation-curable composition of claim 7 on at least a portion thereof.

11. The substrate of claim 10 , wherein the substrate is selected from the group consisting of (i) an optical fiber having a core and a cladding surrounding the core, (ii) an optical fiber having a core, a cladding surrounding the core, and one or more polymeric coatings on the cladding, (iii) a plurality of optical fibers arranged in an array, and (iv) an optical fiber ribbon.

12. A method for producing a color-identifying, radiation-cured composition on at least a portion of a substrate, wherein the color-identifying, radiation-cured composition has at least one chromophore moiety covalently bonded to at least one other component of the color-identifying, radiation-cured composition, the method comprising the steps of:

providing a substrate;

providing a radiation-curable composition according to claim 7 ;

applying the radiation-curable composition to at least a portion of the substrate; and

subjecting the applied composition for a suitable period of time to radiation of a suitable wavelength and intensity to cause curing of the composition into the color-identifying, radiation-cured composition.

13. The method of claim 12 , wherein the substrate is selected from the group consisting of (i) an optical fiber having a core and a cladding surrounding the core, (ii) an optical fiber having a core, a cladding surrounding the core, and one or more polymeric coatings on the cladding, (iii) a plurality of optical fibers arranged in an array, and (iv) an optical fiber ribbon.

14. The dye concentrate of claim 6 , wherein the dye concentrate comprises greater than 5 wt % chromophore moiety, based on the total weight of the dye concentrate.

15. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) the dye concentrate according to claim 14 .

16. The dye concentrate of claim 6 , wherein the dye concentrate comprises from about 10 wt % to about 35 wt % of chromophore moiety, based on the total weight of the dye concentrate.

17. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) the dye concentrate according to claim 16 .

18. A dye concentrate comprising a blend of two or more radiation-curable, chromophore-containing compounds and tetrahydrofurfuryl acrylate (THFA),

wherein at least the chromophore moiety of a first radiation-curable, chromophore-containing compound is different from the chromophore moiety of a second radiation-curable, chromophore-containing compound,

wherein the two or more radiation-curable, chromophore-containing compounds comprise at least one radiation-curable group and at least one chromophore moiety,

wherein the radiation-curable, chromophore-containing compounds comprise the reaction product of:

(a) an isocyanate-containing compound comprising (i) at least one isocyanate group and (ii) the at least one chromophore moiety; and

(b) a radiation-curable compound comprising (i) at least one isocyanate-reactive functional group and (ii) the at least one radiation-curable group, and

wherein, for each of the radiation-curable, chromophore-containing compounds, the at least one radiation-curable group of said radiation-curable, chromophore-containing compound is covalently bonded to said radiation-curable, chromophore-containing compound by at least one covalent bond formed by reacting an isocyanate-reactive functional group (i) of said radiation-curable compound (b) with an isocyanate group (i) of said isocyanate-containing compound (a), and said isocyanate-containing compound (a) is the reaction product of:

(c) a chromophore-containing compound comprising (i) a chromophore moiety and (ii) at least one isocyanate-reactive functional group; and

(d) a polyisocyanate.

19. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) the dye concentrate according to claim 18 .

20. A radiation-curable, chromophore-containing compound, comprising at least one radiation-curable group and at least one chromophore moiety,

wherein the radiation-curable, chromophore-containing compound comprises the reaction product of:

(a) a chromophore-containing compound comprising (i) at least one isocyanate-reactive functional group and (ii) the at least one chromophore moiety; and

(b) a radiation-curable compound comprising (i) at least one isocyanate group and (ii) the at least one radiation-curable group,

wherein the at least one radiation-curable group of said radiation-curable, chromophore-containing compound is covalently bonded to said radiation-curable, chromophore-containing compound by at least one covalent bond formed by reacting an isocyanate group (i) of said radiation-curable compound (b) with an isocyanate-reactive functional group (i) of said chromophore-containing compound (a), and

wherein the chromophore-containing compound (a) is selected from the group consisting of 1,5-bis((3-hydroxy-2,2-dimethylpropyl)amino)-9,10-anthracenedione; 2,2′-((9,10-dihydro-9,10-dioxo-1,5-anthracenediyl)bis(thio))bis-benzoic acid, 2-hydroxyethyl ester; and 1,5-bis((2,2-dimethyl-3-hydroxypropyl)amino)-4,8-bis((4-methylphenyl)thio)anthraquinone.

21. The radiation-curable, chromophore-containing compound of claim 20 , wherein the chromophore-containing compound (a) is 1,5-bis((2,2-dimethyl-3-hydroxypropyl)amino)-4,8-bis((4-methylphenyl)thio)anthraquinone.

22. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) a radiation-curable, chromophore-containing compound,

wherein the radiation-curable, chromophore-containing compound comprises at least one radiation-curable group and at least one chromophore moiety,

wherein the radiation-curable, chromophore-containing compound comprises the reaction product of:

(a) a chromophore-containing compound comprising (i) at least one isocyanate-reactive functional group and (ii) the at least one chromophore moiety; and

(b) a radiation-curable compound comprising (i) at least one isocyanate group and (ii) the at least one radiation-curable group,

wherein the at least one radiation-curable group of said radiation-curable, chromophore-containing compound is covalently bonded to said radiation-curable, chromophore-containing compound by at least one covalent bond formed by reacting an isocyanate group (i) of said radiation-curable compound (b) with an isocyanate-reactive functional group (i) of said chromophore-containing compound (a), and

wherein the composition further comprises TiO 2 .

23. A dye concentrate, comprising a radiation-curable, chromophore-containing compound and tetrahydrofurfuryl acrylate (THFA),

wherein the radiation-curable, chromophore-containing compound comprises at least one radiation-curable group and at least one chromophore moiety,

wherein the radiation-curable, chromophore-containing compound comprises the reaction product of:

(a) a chromophore-containing compound comprising (i) at least one isocyanate-reactive functional group and (ii) the at least one chromophore moiety; and

(b) a radiation-curable compound comprising (i) at least one isocyanate group and (ii) the at least one radiation-curable group, and

wherein the at least one radiation-curable group of said radiation-curable, chromophore-containing compound is covalently bonded to said radiation-curable, chromophore-containing compound by at least one covalent bond formed by reacting an isocyanate group (i) of said radiation-curable compound (b) with an isocyanate-reactive functional group (i) of said chromophore-containing compound (a).

24. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) the dye concentrate according to claim 23 .

25. The radiation-curable composition of claim 24 , wherein the composition further comprises TiO 2 .

26. The radiation-curable composition of claim 24 , wherein the composition further comprises one or more of a photoinitiator, a reactive diluent, a stabilizer, and a surfactant.

27. A substrate having the radiation-curable composition of claim 24 on at least a portion thereof.

28. The substrate of claim 27 , wherein the substrate is selected from the group consisting of (i) an optical fiber having a core and a cladding surrounding the core, (ii) an optical fiber having a core, a cladding surrounding the core, and one or more polymeric coatings on the cladding, (iii) a plurality of optical fibers arranged in an array, and (iv) an optical fiber ribbon.

29. A method for producing a color-identifying, radiation-cured composition on at least a portion of a substrate, wherein the color-identifying, radiation-cured composition has at least one chromophore moiety covalently bonded to at least one other component of the color-identifying, radiation-cured composition, the method comprising the steps of:

providing a substrate;

providing a radiation-curable composition according to claim 24 ;

applying the radiation-curable composition to at least a portion of the substrate; and

subjecting the applied composition for a suitable period of time to radiation of a suitable wavelength and intensity to cause curing of the composition into the color-identifying, radiation-cured composition.

30. The method of claim 29 , wherein the substrate is selected from the group consisting of (i) an optical fiber having a core and a cladding surrounding the core, (ii) an optical fiber having a core, a cladding surrounding the core, and one or more polymeric coatings on the cladding, (iii) a plurality of optical fibers arranged in an array, and (iv) an optical fiber ribbon.

31. The dye concentrate of claim 23 , wherein the dye concentrate comprises greater than 5 wt % chromophore moiety, based on the total weight of the dye concentrate.

32. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) the dye concentrate according to claim 31 .

33. The dye concentrate of claim 23 , wherein the dye concentrate comprises from about 10 wt % to about 35 wt % of chromophore moiety, based on the total weight of the dye concentrate.

34. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) the dye concentrate according to claim 33 .

35. A dye concentrate comprising a blend of two or more radiation-curable, chromophore-containing compounds and tetrahydrofurfuryl acrylate (THFA),

wherein at least the chromophore moiety of a first radiation-curable, chromophore-containing compound is different from the chromophore moiety of a second radiation-curable, chromophore-containing compound,

wherein the two or more radiation-curable, chromophore-containing compounds comprise at least one radiation-curable group and at least one chromophore moiety,

wherein the radiation-curable, chromophore-containing compounds comprise the reaction product of:

(a) a chromophore-containing compound comprising (i) at least one isocyanate-reactive functional group and (ii) the at least one chromophore moiety; and

(b) a radiation-curable compound comprising (i) at least one isocyanate group and (ii) the at least one radiation-curable group,

wherein, for each of the radiation-curable, chromophore-containing compounds, the at least one radiation-curable group of said radiation-curable, chromophore-containing compound is covalently bonded to said radiation-curable, chromophore-containing compound by at least one covalent bond formed by reacting an isocyanate group (i) of said radiation-curable compound (b) with an isocyanate-reactive functional group (i) of said chromophore-containing compound (a).

36. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) the dye concentrate according to claim 35 .

37. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer;

(b) a radiation-curable, chromophore-containing compound comprising at least one radiation-curable group and at least one chromophore moiety, and

(c) TiO 2 ;

wherein the at least one chromophore moiety is a methine dye, and the methine dye comprises a methine core group with at least one substituent comprising the at least one radiation-curable group, or the at least one chromophore moiety is an azo dye, and the azo dye comprises an azo core group with at least one substituent comprising the at least one radiation-curable group.

38. A dye concentrates comprising a radiation-curable, chromophore-containing compound and tetrahydrofurfuryl acrylate (THFA),

wherein the radiation-curable, chromophore-containing compound comprises at least one radiation-curable group and at least one chromophore moiety.

39. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) the dye concentrate according to claim 38 .

40. The radiation-curable composition of claim 39 , wherein the composition further comprises TiO 2 .

41. The radiation-curable composition of claim 39 , wherein the composition further comprises one or more of a photoinitiator, a reactive diluent, a stabilizer, and a surfactant.

42. A substrate having the radiation-curable composition of claim 39 on at least a portion thereof.

43. The substrate of claim 42 , wherein the substrate is selected from the group consisting of (i) an optical fiber having a core and a cladding surrounding the core, (ii) an optical fiber having a core, a cladding surrounding the core, and one or more polymeric coatings on the cladding, (iii) a plurality of optical fibers arranged in an array, and (iv) an optical fiber ribbon.

44. A method for producing a color-identifying, radiation-cured composition on at least a portion of a substrate, wherein the color-identifying, radiation-cured composition has at least one chromophore moiety covalently bonded to at least one other component of the color-identifying, radiation-cured composition, the method comprising the steps of:

providing a substrate;

providing a radiation-curable composition according to claim 39 ;

applying the radiation-curable composition to at least a portion of the substrate; and

subjecting the applied composition for a suitable period of time to radiation of a suitable wavelength and intensity to cause curing of the composition into the color-identifying, radiation-cured composition.

45. The method of claim 44 , wherein the substrate is selected from the group consisting of (i) an optical fiber having a core and a cladding surrounding the core, (ii) an optical fiber having a core, a cladding surrounding the core, and one or more polymeric coatings on the cladding, (iii) a plurality of optical fibers arranged in an array, and (iv) an optical fiber ribbon.

46. The dye concentrate of claim 38 , wherein the dye concentrate comprises greater than 5 wt % chromophore moiety, based on the total weight of the dye concentrate.

47. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) the dye concentrate according to claim 46 .

48. The dye concentrate of claim 38 , wherein the dye concentrate comprises from about 10 wt % to about 35 wt % of chromophore moiety, based on the total weight of the dye concentrate.

49. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) the dye concentrate according to claim 48 .

50. A dye concentrate, comprising a blend of two or more radiation-curable, chromophore-containing compounds and tetrahydrofurfuryl acrylate (THFA),

wherein at least the chromophore moiety of a first radiation-curable, chromophore-containing compound is different from the chromophore moiety of a second radiation-curable, chromophore-containing compound, and

wherein the two or more radiation-curable, chromophore-containing compounds comprise at least one radiation-curable group and at least one chromophore moiety.

51. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) the dye concentrate according to claim 50 .

52. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and two or more of

(b) a radiation-curable, chromophore-containing compound comprising at least one radiation-curable group and at least one chromophore moiety, wherein the radiation-curable, chromophore-containing compound (b) comprises the reaction product of

(A1) an isocyanate-containing compound comprising (i) at least one isocyanate group and (ii) the at least one chromophore moiety; and

(B1) a radiation-curable compound comprising (i) at least one isocyanate-reactive functional group and (ii) the at least one radiation-curable group,

wherein the at least one radiation-curable group of said radiation-curable chromophore-containing compound (b) is covalently bonded to said radiation-curable, chromophore-containing compound (b) by at least one covalent bond formed by reacting an isocyanate-reactive functional group (i) of said radiation-curable compound (B1) with an isocyanate group (i) of said isocyanate-containing compound (A1), and said isocyanate-containing compound (A1) is the reaction product of

(C) a chromophore-containing compound comprising (i) a chromophore moiety and (ii) at least one isocyanate-reactive functional group; and

(D) a polyisocyanate;

(c) a radiation-curable, chromophore-containing compound comprising at least one radiation-curable group and at least one chromophore moiety,

wherein the radiation-curable, chromophore-containing compound (c) comprises the reaction product of

(A2) a chromophore-containing compound comprising (i) at least one isocyanate-reactive functional group and (ii) the at least one chromophore moiety; and

(B2) a radiation-curable compound comprising (i) at least one isocyanate group and (ii) the at least one radiation-curable group,

wherein the at least one radiation-curable group of said radiation-curable, chromophore-containing compound (c) is covalently bonded to said radiation-curable, chromophore-containing compound (c) by at least one covalent bond formed by reacting an isocyanate group (i) of said radiation-curable compound (B2) with an isocyanate-reactive functional group (i) of said chromophore-containing compound (A2); and

(d) a radiation-curable, chromophore-containing compound comprising at least one radiation-curable group and at least one chromophore moiety,

wherein the at least one chromophore moiety is a methine dye, and the methine dye comprising a methine core group with at least one substituent comprising the at least one radiation-curable group, or the at least one chromophore moiety is an azo dye, and the azo dye comprises an azo core group with at least one substituent comprising the at least one radiation-curable group.

53. A dye concentrate) comprising tetrahydrofurfuryl acrylate (THFA) and two or more of a first radiation-curable, chromophore-containing compound, a second radiation-curable, chromophore-containing compound, and a third radiation-curable, chromophore-containing compound,

wherein the first radiation-curable, chromophore-containing compound comprises at least one radiation-curable group and at least one chromophore moiety,

wherein the first radiation-curable, chromophore-containing compound comprises the reaction product of:

(a1) an isocyanate-containing compound comprising (i) at least one isocyanate group and (ii) the at least one chromophore moiety; and

(b1) a radiation-curable compound comprising (i) at least one isocyanate-reactive functional group and (ii) the at least one radiation-curable group,

wherein the at least one radiation-curable group of said first radiation-curable, chromophore-containing compound is covalently bonded to said first radiation-curable, chromophore-containing compound by at least one covalent bond formed by reacting an isocyanate-reactive functional group (i) of said radiation-curable compound (b1) with an isocyanate group (i) of said isocyanate-containing compound (a1), and said isocyanate-containing compound (a1) is the reaction product of:

(c) a chromophore-containing compound comprising (i) a chromophore moiety and (ii) at least one isocyanate-reactive functional group; and

(d) a polyisocyanate,

wherein the second radiation-curable, chromophore-containing compound comprises at least one radiation-curable group and at least one chromophore moiety,

wherein the second radiation-curable, chromophore-containing compound comprises the reaction product of:

(a2) a chromophore-containing compound comprising (i) at least one isocyanate-reactive functional group and (ii) the at least one chromophore moiety; and

(b2) a radiation-curable compound comprising (i) at least one isocyanate group and (ii) the at least one radiation-curable group,

wherein the at least one radiation-curable group of said second radiation-curable, chromophore-containing compound is covalently bonded to said second radiation-curable, chromophore-containing compound by at least one covalent bond formed by reacting an isocyanate group (i) of said radiation-curable compound (b2) with an isocyanate-reactive functional group (i) of said chromophore-containing compound (a2), and,

wherein the third radiation-curable, chromophore-containing compound is radiation-curable, chromophore-containing compound comprising at least one radiation-curable group and at least one chromophore moiety,

wherein the at least one chromophore moiety is a methine dye, and the methine dye comprises a methine core group with at least one substituent comprising the at least one radiation-curable group, or the at least one chromophore moiety is an azo dye, and the azo dye comprises an azo core group with at least one substituent comprising the at least one radiation-curable group.

54. A radiation-curable composition, comprising:

(a) a non-chromophore-containing, radiation-curable oligomer; and

(b) the dye concentrate according to claim 53 .

55. A colored oligomer for providing color to a coating on a communications element, said colored oligomer comprising the reaction product of:

(a) an isocyanate end capped oligomer; and

(b) a radiation curable monomer having both (i) a reactive functionality which is reactive with isocyanate and (ii) ethylenic unsaturation,

wherein said colored oligomer is end capped with radiation curable groups by covalent linkages formed by reacting said reactive functionality (i) of said radiation curable monomer (b) with an isocyanate moiety of said isocyanate end capped oligomer (a), and said isocyanate end capped oligomer (a) is the reaction product of:

(c) at least one polyfunctional compound having at least two isocyanate reactive groups; and

(d) at least one polyisocyanate,

said polyfunctional compound (c) comprising at least one dye having at least two isocyanate reactive functionalities,

wherein said dye is an anthraquinone dye, and said anthraquinone dye is selected from the group consisting of 1,5-bis((3-hydroxy-2,2-dimethylpropyl)amino)-9,10-anthracenedione; 2,2′-((9,10-dihydro-9,10-dioxo-1,5-anthracenediyl)bis(thio))bis-benzoic acid, 2-hydroxyethyl ester; and 1,5-bis((2,2-dimethyl-3-hydroxypropyl)amino)-4,8-bis((4-methylphenyl)thio)anthraquinone.

56. The colored oligomer of claim 55 , wherein said anthraquinone dye is 1,5-bis((2,2-dimethyl-3-hydroxypropyl)amino)-4,8-bis((4-methylphenyl)thio)anthraquinone.

57. The colored oligomer of claim 55 , wherein a (meth)acrylic group represents the ethylenic unsaturation (ii) in the radiation curable monomer (b).

58. A photocurable resin composition for forming a colored, cured coating on an optical fiber, said resin composition comprising:

(e) at least one (meth)acrylate end capped urethane oligomer;

(f) at least one photoinitiator;

(g) at least one reactive diluent; and

(h) at least one colored oligomer according to claim 55 .

59. An optical fiber, comprising a colored, cured coating, said colored, cured coating having been formed from the photocurable resin composition of claim 58 .

60. A reactive anthraquinone dye for providing color to a coating on an optical fiber, said reactive anthraquinone dye comprising an anthraquinone core group with at least one substituent comprising a radiation curable group,

wherein said radiation curable group is an ethylenically unsaturated group or an epoxy group;

wherein said reactive anthraquinone dye has the following formula:

wherein R groups R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are each independently selected from the group consisting of hydrogen, amino, hydroxy, halogen, nitro, carboxylated alkali metal, sulfated alkali metal and a hydrocarbyl group optionally containing one or more heteroatoms,

provided that at least one of R groups R 11 through R 18 have at least one ethylenically unsaturated radiation curable functionality;

wherein the reactive anthraquinone dye has one of the following formulas:

wherein R 29 , R 30 , R 31 , R 32 , R 33 , and R 34 are the same or different and are independently hydrogen or a C 1 to C 6 alkyl optionally substituted with one or more substituents selected from the group consisting of —OH, —NH 2 , —SH, —NO 2 , —CN and halogen.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 19, 2005
From: ALCATEL
To: DRAKA COMTEQ B.V.
Reel/Frame 016658/0411 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 3, 2004
From: GREER, ROBERT W.; GANTT, TODD WARREN; PURVIS, MICHAEL B.; OVERTON, BOB J.
To: ALCATEL
Reel/Frame 016092/0148 →
Continuity (4)
Continuation In Part 0987048200 · Jun 1, 2001
Continuation In Part 0936095100 · Jul 27, 1999
Provisional Application 6035616000 · Feb 14, 2002
Related Publication 20050084224A1 · Apr 21, 2005