Radiation curable compositions for coating optical fiber with enhanced high-speed processability

Patent metadata

Field	Value
Publication number	US-10894858-B2
Application number	US-202016878658-A
Country	US
Kind code	B2
Filing date	May 20, 2020
Priority date	May 24, 2019
Publication date	Jan 19, 2021
Grant date	Jan 19, 2021

Abstract

Radiation curable compositions for coating optical fibers are disclosed herein. In an embodiment, a radiation curable composition includes a reactive oligomer component, wherein a portion of the polymerizable groups of the reactive oligomer component include methacrylate groups; a reactive diluent monomer component, wherein a portion of the polymerizable groups of the reactive diluent monomer component include acrylate groups, acrylamide groups, or N-vinyl amide groups, or combinations thereof; a photoinitiator component, and an optional additive component. Also described are methods of coating the radiation curable compositions elsewhere described, and the fiber optic coatings and cables resulting therefrom.

First claim

What is claimed is:

1. A radiation curable composition for coating an optical fiber comprising:
a reactive oligomer component comprising at least one reactive urethane oligomer comprising a polymerizable group;
wherein at least 20% of a molar fraction of the polymerizable groups in the reactive oligomer component consist of methacrylate groups;
a reactive diluent monomer component comprising reactive diluent monomers having at least one polymerizable group that is able to (co)polymerize with the polymerizable group(s) of the reactive oligomer component; wherein the reactive diluent monomer component comprises a monofunctional acrylate monomer;
wherein at least 50% of a molar fraction of the polymerizable groups of the reactive diluent monomer component consist of acrylate groups, acrylamide groups, N-vinyl amide groups, or mixtures thereof;
a photoinitiator component; and
optionally, an additive component.

2. The radiation curable composition of the previous claim, wherein the reactive urethane oligomer comprises a reaction product of
a polyol compound;
a diisocyanate compound; and
a hydroxyl-functional compound having at least one methacryloyl group.

3. The radiation curable composition according to claim 1 , wherein the reactive urethane oligomer and/or the reactive oligomer component possess a number average molecular weight (Mn) from 6000 g/mol to 20,000 g/mol; wherein Mn is determined according to an SEC method using a triple detector array as described elsewhere herein.

4. The radiation curable composition according to claim 1 , wherein the reactive diluent monomer component comprises-monofunctional acrylate monomers possessing an Mn, theo or an Mn from 86 g/mol to 800 g/mol.

5. The radiation curable composition according to claim 2 , wherein the reactive oligomer component comprises difunctional reactive oligomers.

6. The radiation curable composition according to claim 2 , wherein the hydroxyl-functional compound having at least one methacryloyl group comprises two or greater than two methacryloyl groups.

7. The radiation curable composition of claim 6 , wherein the reactive oligomer comprises, in at least two different locations, the reaction product of a hydroxyl-functional compound possessing two or greater than two methacryloyl groups.

8. The radiation curable composition according to claim 6 , wherein the reactive oligomer component comprises trifunctional and/or tetrafunctional reactive oligomers.

9. The radiation curable composition according to claim 6 , wherein the hydroxyl-functional compound having two or greater than two methacryloyl groups comprises 1,2-glycerol dimethacrylate, 1,3-glycerol dimethacrylate, or combinations thereof.

10. The radiation curable composition according to claim 1 , wherein at least one polymerizable group is a polymerizable backbone group.

11. The radiation curable composition according to claim 1 , wherein the hydroxyl-functional compound having at least one methacryloyl group comprises 2-hydroxyethyl methacrylate, caprolactone 2-(methacryloyloxy)ethyl ester, or glycerol monomethacrylate, or combinations thereof.

12. The radiation curable composition according to claim 1 , wherein the reactive oligomer comprises a plurality of polymerizable groups, wherein the polymerizable groups comprise polymerizable endgroups and polymerizable backbone groups.

13. The radiation curable composition according to claim 12 , wherein the reactive oligomer component comprises pentafunctional reactive oligomers.

14. The radiation curable composition according to claim 1 , wherein, by molar fraction, at least 30% of the polymerizable groups of the reactive oligomer component consist of methacrylate groups.

15. The radiation curable composition according to claim 1 , wherein the polymerizable groups of the reactive oligomer component consist of or consist essentially of methacrylate groups.

16. The radiation curable composition according to claim 1 , wherein the polymerizable groups of the reactive diluent monomer component consist of or consist essentially of acrylate groups.

17. The radiation curable composition according to claim 1 , wherein a molar fraction of methacrylate groups present in the entire composition to a total amount of polymerizable groups present in the entire composition is from 2% to 16%.

18. The radiation curable composition according to claim 17 , wherein a molar ratio of acrylate groups to methacrylate groups in the entire composition is from 4:1 to 50:1.

19. The radiation curable composition according to claim 2 , wherein, relative to the entire weight of the composition,
the reactive oligomer component is present in an amount from 20 wt. % to 95 wt. %;
the reactive diluent monomer component is present in an amount from 4 wt. % to 75 wt. %;
the photoinitiator is present in an amount from 0.25 wt. % to 7 wt. %; and
the additives are present in an amount from 0 wt. % to 50 wt. %.

20. The radiation curable composition according to claim 19 , wherein at least one of conditions (a), (b), (c), or (d) applies:
(a) the polyol compound comprises a polyether, polyester, polycarbonate, polyamide, polycaprolactone, or acrylic moiety;
(b) the diisocyanate compound comprises isophorone diisocyanate, 2,4-isomer toluene diisocyanate, 2,4- and/or 4,4′-methylenedicyclohexyl diisocyanate, methylenediphenyl diisocyanate, tetramethylxylene diisocyanate, (hydrogenated) xylylene diisocyanate, 1,5-pentane diisocyanate, 2,2,4-trimethyl-hexamethylene diisocyanate, 2,4,4-trimethyl-hexamethylene diisocyanate, or hexamethylene diisocyanate, or combinations thereof;
(c) the hydroxyl-functional compound having at least one methacryloyl group is a methacrylate compound, and comprises 2-hydroxyethyl methacrylate, caprolactone 2-(methacryloyloxy)ethyl ester, or combinations thereof; and/or
(d) the compound having a hydroxyl group and no polymerizable group comprises n-butanol, 2-ethyl hexanol, benzyl alcohol, or combinations thereof.

21. The radiation curable composition according to claim 19 , wherein the reactive diluent monomer component comprises 2-ethylhexyl acrylate, 2-phenoxyethyl acrylate, 2-(2-ethoxyethoxy)ethyl acrylate, n-vinyl pyrrolidone, acryloyl morpholine, dimethylacryl-amide, n-vinylcaprolactam, ethoxylated 2-phenoxy ethyl acrylate, 4-hydroxy butyl acrylate, lauryl acrylate, isobornyl acrylate, caprolactone acrylate, isodecyl acrylate, or ethoxylated nonylphenol acrylate, or mixtures thereof.

22. The radiation curable composition according to claim 19 , wherein the photoinitiator comprises, consists of, or consists essentially of 4-methyl benzophenone, 2,4,6-trimethyl benzophenone, dimethoxybenzophenone, 1-hydroxycyclohexyl phenyl ketone, phenyl(1-hydroxyisopropyl)ketone, 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-1-propanone, and 4-isopropylphenyl(1-hydroxyisopropyl)ketone, benzil dimethyl ketal, oligo-[2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propanone]; 2,4,6-trimethylbenzoyl diphenylphosphine oxide, 2,4,6-trimethylbenzoyl phenyl, bis(2,4,6-trimethylbenzoyl)-phenylphosphineoxide, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropanone-1, 2-benzyl-2-(dimethylamino)-1-[4-(4-morpholinyl)phenyl]-1-butanone, 2-dimethylamino-2-(4-methyl-benzyl)-1-(4-morpholin-4-yl-phenyl)-butan-1-one, 4-benzoyl-4′-methyl diphenyl sulphide, 4,4′-bis(diethylamino)benzophenone, or 4,4′-bis(N,N-dimethylamino)benzophenone (Michler's ketone).

23. The radiation curable composition according to claim 19 , wherein the additives

Assignees

• Dsm Ip Assets Bv

Inventors

• Jansen Johan Franz Gradus Antonius

Classifications

• G02B6/02395

  Glass optical fibre with a protective coating, e.g. two layer polymer coating deposited directly on a silica cladding surface during fibre manufacture (G02B6/02052, G02B6/02057, G02B6/024, G02B6/032, G02B6/105, G02B6/14 take precedence; coating on fibre gratings G02B6/02104; multilayer core or cladding G02B6/036; reinforcing splice joints G02B6/2558; optical cables, i.e. comprising protective structures external to the protective coating such as a jacket or plural coated optical fibres G02B6/44; coating of glass to obtain optical fibres C03C25/104) · CPC title

• C09D175/04

  Polyurethanes · CPC title

• C09D5/002

  Priming paints (C09D5/08 takes precedence) · CPC title

• C03C25/328

  Polyamides · CPC title

• C03C25/326

  Polyureas; Polyurethanes · CPC title