US3942950A
Expired / Lapsed
US
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Process for the dyeing of polybenzimidazole fibers with anionic dyestuffs
Assignee: Celanese Corp
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Filing: 1974-12-27
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Granted: 1976-03-09
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Expires: 1994-12-27
Abstract
Abstract Heretofore polybenzimidazole fibrous materials have proven to be extremely difficult to dye successfully. The present invention provides an effective route for the achievement of a satisfactorily dyed polybenzimidazole fibrous material. The fibrous material initially is contacted at an elevated temperature with a liquid (e.g., an aqueous emulsion) comprising an organic swelling agent and salicylic acid to form polybenzimidazonium salicylate, and subsequently is dyed with an anionic dyestuff. Complete and uniform dye penetration is made possible through the use of the present process, and the resulting dyed article is capable of resisting dye sublimation when utilized in an environment where elevated temperatures are encountered.
Inventors
- 👤 Edward J. Powers
- 👤 Walter P. Hassinger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 13:27
CPC Classifications
D; D06; D06P; D06P5/00; D06P5/22; D06P3/00; D06P3/02; D06P3/021; Y; Y10; Y10S; Y10S8/00; Y10S8/92; Y10S8/924; Y10S8/925
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
45 words
An improved process for the dyeing of a polybenzimidazole fibrous material with an anionic dye comprising: a. reacting said polybenzimidazole fibrous material while in a swollen configuration with salicylic acid to form polybenzimidazonium salicylate, and b. dyeing said resulting fibrous material with an anionic dyestuff.
Claim 2
Dependent Claim
45 words
An improved process for the dyeing of a polybenzimidazole fibrous material with an anionic dye comprising: a. reacting said polybenzimidazole fibrous material while in a swollen configuration with salicylic acid to form polybenzimidazonium salicylate, and b. dyeing said resulting fibrous material with an anionic dyestuff.
Claim 3
Dependent Claim
14 words
An improved process according to claim 1 wherein said polybenzimidazole fibrous material is poly-2,2'-(m-phenylene)-5,5'-bibenzimidazole.
Claim 4
Dependent Claim
24 words
An improved process according to claim 1 wherein said fibrous material is swollen by benzyl alcohol during step (a) wherein polybenzimidazonium salicylate is formed.
Claim 5
Dependent Claim
35 words
An improved process according to claim 1 wherein said anionic dyestuff utilized in step (b) is selected from the group consisting essentially of an acid dye, direct dye, fiber reactive dye, and solubilized vat dye.
Claim 6
Dependent Claim
96 words
An improved process for the dyeing of a polybenzimidazole fibrous material with an anionic dye comprising contacting said polybenzimidazole fibers with a liquid provided at an elevated temperature comprising: a. an organic swelling agent for said polybenzimidazole having a solubility parameter when in contact with the fiber of about 11 to 13, and b. about 0.05 to 5 percent by weight based upon the total weight of the liquid of salicylic acid, whereby said polybenzimidazole undergoes chemical reaction to form polybenzimidazonium salicylate, and dyeing said resulting fibers by contact with a dyebath comprising an anionic dyestuff.
Claim 7
Dependent Claim
96 words
An improved process for the dyeing of a polybenzimidazole fibrous material with an anionic dye comprising contacting said polybenzimidazole fibers with a liquid provided at an elevated temperature comprising: a. an organic swelling agent for said polybenzimidazole having a solubility parameter when in contact with the fiber of about 11 to 13, and b. about 0.05 to 5 percent by weight based upon the total weight of the liquid of salicylic acid, whereby said polybenzimidazole undergoes chemical reaction to form polybenzimidazonium salicylate, and dyeing said resulting fibers by contact with a dyebath comprising an anionic dyestuff.
Claim 8
Dependent Claim
101 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 5 wherein said polybenzimidazole fibers consist essentially of recurring units of the formula: ##EQU3## wherein R is a tetravalent aromatic nucleus, with the nitrogen atoms forming the benzimidazole rings paired upon adjacent carbon atoms of said aromatic nucleus, and R' is selected from the group consisting of (1) an aromatic ring, (2) an alkylene group having from 4 to 8 carbon atoms, and (3) a heterocyclic ring selected from the group consisting of (a) pyridine, (b) pyrazine, (c) furan, (d) quinoline, (e) thiophene, and (f) pyran.
Claim 9
Dependent Claim
23 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 5 wherein said polybenzimidazole fibrous material is poly-2,2'-(m-phenylene)-5,5'-bibenzimidazole.
Claim 10
Dependent Claim
36 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 5 wherein said liquid is provided at an elevated temperature of about 50° to 97°C. during said formation of polybenzimidazonium salicylate.
Claim 11
Dependent Claim
30 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 8 wherein said contact with said liquid is conducted for about 5 to 30 minutes.
Claim 12
Dependent Claim
32 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 5 wherein said liquid is an aqueous emulsion wherein said organic swelling agent is emulsified in water.
Claim 13
Dependent Claim
24 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 5 wherein said organic swelling agent is benzyl alcohol.
Claim 14
Dependent Claim
45 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 5 wherein said salicylic acid is provided in said aqueous liquid in a concentration of about 0.2 to 1 percent by weight based upon the total weight of the liquid.
Claim 15
Dependent Claim
40 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 5 which includes the additional steps following said dyeing of removing the swelling agent from said fibrous material, and converting remaining polybenzimidazonium salicylate to polybenzimidazole.
Claim 16
Dependent Claim
116 words
An improved process for the dyeing of a polybenzimidazole fibrous material with an anionic dye comprising contacting a poly2,2'-(m-phenylene)-5,5'-bibenzimidazole fibrous material with an aqueous liquid provided a temperature of about 40° to 97°C. comprising: a. about 3 to 20 percent by weight based upon the total weight of the liquid of benzyl alcohol, b. about 0.05 to 5 percent by weight based upon the total weight of the liquid of salicylic acid, and c. about 0.03 to 0.3 percent by weight based upon the total weight of the liquid of a surfactant, whereby said polybenzimidazole undergoes chemical reaction to form polybenzimidazonium salicylate, and dyeing said resulting fibers by contact with a dyebath comprising an anionic dyestuff.
Claim 17
Dependent Claim
116 words
An improved process for the dyeing of a polybenzimidazole fibrous material with an anionic dye comprising contacting a poly2,2'-(m-phenylene)-5,5'-bibenzimidazole fibrous material with an aqueous liquid provided a temperature of about 40° to 97°C. comprising: a. about 3 to 20 percent by weight based upon the total weight of the liquid of benzyl alcohol, b. about 0.05 to 5 percent by weight based upon the total weight of the liquid of salicylic acid, and c. about 0.03 to 0.3 percent by weight based upon the total weight of the liquid of a surfactant, whereby said polybenzimidazole undergoes chemical reaction to form polybenzimidazonium salicylate, and dyeing said resulting fibers by contact with a dyebath comprising an anionic dyestuff.
Claim 18
Dependent Claim
31 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 14 wherein said contact with said aqueous liquid is conducted for about 5 to 30 minutes.
Claim 19
Dependent Claim
73 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 14 wherein said benzyl alcohol is provided in said aqueous liquid in a concentration of about 3 to 10 percent by weight based upon the total weight of the liquid, and salicylic acid is provided in said aqueous liquid in a concentration of about 0.2 to 1 percent by weight based upon the total weight of the liquid.
Claim 20
Dependent Claim
28 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 14 wherein said surfactant is a sodium salt of an alkyl phosphate ester.
Claim 21
Dependent Claim
40 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 14 wherein said anionic dyestuff is selected from the group consisting essentially of an acid dye, direct dye, fiber reactive dye, and solubilized vat dye.
Claim 22
Dependent Claim
24 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 18 wherein said anionic dyestuff is an acid dye.
Claim 23
Dependent Claim
40 words
An improved process for the dyeing of a polybenzimidazole fibrous material in accordance with claim 14 which includes the additional steps following said dyeing of removing said benzyl alcohol from said fibrous material, and converting remaining polybenzimidazonium salicylate to polybenzimidazole.
References Cited (Backward Citations)
US2895948A
Cited
US3836500A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-03-09 | 1979-09-08 | 1980-03-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-03-09 | 1983-09-08 | 1984-03-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-03-09 | 1987-09-08 | 1988-03-09 | $7700.00 | Window Closed / Lapsed |