CA2458057C - Process for restoring the appearance of pigmented or dyed para-aramid fabric - Google Patents
Process for restoring the appearance of pigmented or dyed para-aramid fabric Download PDFInfo
- Publication number
- CA2458057C CA2458057C CA2458057A CA2458057A CA2458057C CA 2458057 C CA2458057 C CA 2458057C CA 2458057 A CA2458057 A CA 2458057A CA 2458057 A CA2458057 A CA 2458057A CA 2458057 C CA2458057 C CA 2458057C
- Authority
- CA
- Canada
- Prior art keywords
- dye
- fabric
- aramid
- para
- article
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000004744 fabric Substances 0.000 title claims abstract description 79
- 229920003235 aromatic polyamide Polymers 0.000 title claims abstract description 48
- 238000000034 method Methods 0.000 title claims description 33
- 239000004760 aramid Substances 0.000 claims abstract description 17
- 239000006185 dispersion Substances 0.000 claims abstract description 10
- MHSKRLJMQQNJNC-UHFFFAOYSA-N terephthalamide Chemical compound NC(=O)C1=CC=C(C(N)=O)C=C1 MHSKRLJMQQNJNC-UHFFFAOYSA-N 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 125000002091 cationic group Chemical group 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 3
- 229920000364 para-Aramid fibril Polymers 0.000 claims description 3
- -1 poly(m-phenylene isophthalamide) Polymers 0.000 claims description 3
- 229920000889 poly(m-phenylene isophthalamide) Polymers 0.000 claims description 2
- 238000005406 washing Methods 0.000 abstract description 8
- 230000000007 visual effect Effects 0.000 abstract description 3
- 239000000975 dye Substances 0.000 description 45
- 239000000835 fiber Substances 0.000 description 30
- 238000004043 dyeing Methods 0.000 description 17
- 206010061592 cardiac fibrillation Diseases 0.000 description 9
- 230000002600 fibrillogenic effect Effects 0.000 description 9
- 238000009941 weaving Methods 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 3
- 238000005299 abrasion Methods 0.000 description 3
- 229920006231 aramid fiber Polymers 0.000 description 3
- 150000001805 chlorine compounds Chemical class 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- 238000004900 laundering Methods 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 3
- WMAVHUWINYPPKT-UHFFFAOYSA-M (e)-3-methyl-n-[(e)-(1-methyl-2-phenylindol-1-ium-3-ylidene)amino]-1,3-thiazol-2-imine;chloride Chemical compound [Cl-].C12=CC=CC=C2N(C)C(C=2C=CC=CC=2)=C1N=NC=1SC=C[N+]=1C WMAVHUWINYPPKT-UHFFFAOYSA-M 0.000 description 2
- MHOFGBJTSNWTDT-UHFFFAOYSA-M 2-[n-ethyl-4-[(6-methoxy-3-methyl-1,3-benzothiazol-3-ium-2-yl)diazenyl]anilino]ethanol;methyl sulfate Chemical compound COS([O-])(=O)=O.C1=CC(N(CCO)CC)=CC=C1N=NC1=[N+](C)C2=CC=C(OC)C=C2S1 MHOFGBJTSNWTDT-UHFFFAOYSA-M 0.000 description 2
- SPWPAFQLIZTXFN-UHFFFAOYSA-M 4-methoxy-n-methyl-n-[(1,3,3-trimethylindol-1-ium-2-yl)methylideneamino]aniline;methyl sulfate Chemical compound COS([O-])(=O)=O.C1=CC(OC)=CC=C1N(C)\N=C\C1=[N+](C)C2=CC=CC=C2C1(C)C SPWPAFQLIZTXFN-UHFFFAOYSA-M 0.000 description 2
- 229920000784 Nomex Polymers 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000004763 nomex Substances 0.000 description 2
- 229920003366 poly(p-phenylene terephthalamide) Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 239000002759 woven fabric Substances 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- QZUPTXGVPYNUIT-UHFFFAOYSA-N isophthalamide Chemical compound NC(=O)C1=CC=CC(C(N)=O)=C1 QZUPTXGVPYNUIT-UHFFFAOYSA-N 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000009980 pad dyeing Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 230000000485 pigmenting effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D06P3/242—Polyamides; Polyurethanes using basic dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/02—After-treatment
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/924—Polyamide fiber
- Y10S8/925—Aromatic polyamide
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/960,102 | 2001-09-21 | ||
| US09/960,102 US6626963B2 (en) | 2001-09-21 | 2001-09-21 | Process for restoring the appearance of pigmented or dyed para-aramid fabric |
| PCT/US2002/029466 WO2003027382A1 (en) | 2001-09-21 | 2002-09-17 | Process for restoring the appearance of pigmented or dyed para-aramid fabric |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2458057A1 CA2458057A1 (en) | 2003-04-03 |
| CA2458057C true CA2458057C (en) | 2010-06-29 |
Family
ID=25502796
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2458057A Expired - Fee Related CA2458057C (en) | 2001-09-21 | 2002-09-17 | Process for restoring the appearance of pigmented or dyed para-aramid fabric |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6626963B2 (enExample) |
| EP (1) | EP1430175B1 (enExample) |
| JP (1) | JP4434733B2 (enExample) |
| CN (1) | CN1277982C (enExample) |
| BR (1) | BR0212790B1 (enExample) |
| CA (1) | CA2458057C (enExample) |
| DE (1) | DE60212983T2 (enExample) |
| WO (1) | WO2003027382A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6669741B2 (en) * | 2001-09-21 | 2003-12-30 | E. I. Du Pont De Nemours And Company | Process for restoring the natural appearance of para-aramid clothing |
| US20090087916A1 (en) * | 2004-03-31 | 2009-04-02 | Angesmg, Inc. | Assay method for identifying drug candidate |
| JP2005307360A (ja) * | 2004-04-16 | 2005-11-04 | Du Pont Teijin Advanced Paper Kk | アラミド薄葉材およびそれを用いた電気電子部品 |
| US7344035B1 (en) * | 2004-06-12 | 2008-03-18 | Siny Corp. | High heat filter fabric and method |
| KR101410541B1 (ko) * | 2009-06-25 | 2014-06-20 | 코오롱인더스트리 주식회사 | 파라계 방향족 폴리아미드 섬유 및 그 제조방법 |
| EP2692942A4 (en) * | 2011-03-30 | 2014-10-01 | Tokai Senko K K | PROCESS FOR DYEING ARAMID FIBERS AND TINTED ARAMIDE FIBERS |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL125230C (enExample) | 1943-05-20 | |||
| US3069223A (en) * | 1958-11-28 | 1962-12-18 | Frank G Moroschan | Re-dyeing in a tiltable washing machine |
| US3869429A (en) | 1971-08-17 | 1975-03-04 | Du Pont | High strength polyamide fibers and films |
| US3767756A (en) | 1972-06-30 | 1973-10-23 | Du Pont | Dry jet wet spinning process |
| NL157327C (nl) | 1975-02-21 | 1984-05-16 | Akzo Nv | Werkwijze ter bereiding van poly-p-fenyleentereftaalamide. |
| US4144023A (en) | 1977-10-11 | 1979-03-13 | E. I. Du Pont De Nemours And Company | Dyeing of high strength, high modules aromatic polyamide fibers |
| US4698414A (en) | 1986-09-16 | 1987-10-06 | E. I. Du Pont De Nemours And Company | Copoly(p-phenylene terephthalamide/2,6-naphthalamide)aramid yarn |
| US4985046A (en) | 1989-06-09 | 1991-01-15 | E. I. Du Pont De Nemours And Company | Process for preparing poly (paraphenylene terephthalamide) fibers dyeable with cationic dyes |
| US5232461A (en) | 1992-05-28 | 1993-08-03 | E. I. Du Pont De Nemours And Company | Method of dyeing aromatic polyamide fibers with water-soluble dyes |
| US5660779A (en) | 1993-04-19 | 1997-08-26 | E. I. Du Pont De Nemours And Company | Process of making textile fibers of sulfonated poly(p-phenylene terephthalamide) |
-
2001
- 2001-09-21 US US09/960,102 patent/US6626963B2/en not_active Expired - Lifetime
-
2002
- 2002-09-17 CA CA2458057A patent/CA2458057C/en not_active Expired - Fee Related
- 2002-09-17 BR BRPI0212790-3A patent/BR0212790B1/pt not_active IP Right Cessation
- 2002-09-17 EP EP02761694A patent/EP1430175B1/en not_active Expired - Lifetime
- 2002-09-17 CN CNB028182367A patent/CN1277982C/zh not_active Expired - Fee Related
- 2002-09-17 JP JP2003530934A patent/JP4434733B2/ja not_active Expired - Fee Related
- 2002-09-17 WO PCT/US2002/029466 patent/WO2003027382A1/en not_active Ceased
- 2002-09-17 DE DE60212983T patent/DE60212983T2/de not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JP4434733B2 (ja) | 2010-03-17 |
| WO2003027382A1 (en) | 2003-04-03 |
| BR0212790B1 (pt) | 2012-08-21 |
| CA2458057A1 (en) | 2003-04-03 |
| EP1430175B1 (en) | 2006-07-05 |
| BR0212790A (pt) | 2004-10-05 |
| US6626963B2 (en) | 2003-09-30 |
| US20030056305A1 (en) | 2003-03-27 |
| JP2005504187A (ja) | 2005-02-10 |
| EP1430175A1 (en) | 2004-06-23 |
| DE60212983D1 (de) | 2006-08-17 |
| DE60212983T2 (de) | 2007-02-22 |
| CN1277982C (zh) | 2006-10-04 |
| CN1555442A (zh) | 2004-12-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20140917 |