DE1260429B - Verfahren zur Herstellung von gefaerbten Textilien mit Mouline-Effekt aus Polyamiden - Google Patents
Verfahren zur Herstellung von gefaerbten Textilien mit Mouline-Effekt aus PolyamidenInfo
- Publication number
- DE1260429B DE1260429B DEV26362A DEV0026362A DE1260429B DE 1260429 B DE1260429 B DE 1260429B DE V26362 A DEV26362 A DE V26362A DE V0026362 A DEV0026362 A DE V0026362A DE 1260429 B DE1260429 B DE 1260429B
- Authority
- DE
- Germany
- Prior art keywords
- polyamides
- percent
- modified
- weight
- polyamide
- 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.)
- Pending
Links
- 239000004952 Polyamide Substances 0.000 title claims description 49
- 229920002647 polyamide Polymers 0.000 title claims description 49
- 239000004753 textile Substances 0.000 title claims description 18
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- 238000000034 method Methods 0.000 title claims description 11
- 230000000694 effects Effects 0.000 title description 11
- 239000000975 dye Substances 0.000 claims description 24
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 24
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 23
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical class NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 18
- 239000000835 fiber Substances 0.000 claims description 15
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 12
- 239000007858 starting material Substances 0.000 claims description 9
- -1 Threads Substances 0.000 claims description 8
- 230000002378 acidificating effect Effects 0.000 claims description 8
- 238000004043 dyeing Methods 0.000 claims description 7
- 150000003008 phosphonic acid esters Chemical class 0.000 claims description 6
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 5
- 229920002292 Nylon 6 Polymers 0.000 claims 1
- 239000004744 fabric Substances 0.000 description 5
- 238000007792 addition Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 240000000491 Corchorus aestuans Species 0.000 description 3
- 235000011777 Corchorus aestuans Nutrition 0.000 description 3
- 235000010862 Corchorus capsularis Nutrition 0.000 description 3
- 238000006068 polycondensation reaction Methods 0.000 description 3
- BUJNIHFICKTDHT-UHFFFAOYSA-M sodium;4-[4-[acetyl(methyl)amino]anilino]-1-amino-9,10-dioxoanthracene-2-sulfonate Chemical compound [Na+].C1=CC(N(C(C)=O)C)=CC=C1NC1=CC(S([O-])(=O)=O)=C(N)C2=C1C(=O)C1=CC=CC=C1C2=O BUJNIHFICKTDHT-UHFFFAOYSA-M 0.000 description 3
- AATNZNJRDOVKDD-UHFFFAOYSA-N 1-[ethoxy(ethyl)phosphoryl]oxyethane Chemical compound CCOP(=O)(CC)OCC AATNZNJRDOVKDD-UHFFFAOYSA-N 0.000 description 2
- UFFRSDWQMJYQNE-UHFFFAOYSA-N 6-azaniumylhexylazanium;hexanedioate Chemical compound [NH3+]CCCCCC[NH3+].[O-]C(=O)CCCCC([O-])=O UFFRSDWQMJYQNE-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000008033 biological extinction Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- FPAYXBWMYIMERV-UHFFFAOYSA-L disodium;5-methyl-2-[[4-(4-methyl-2-sulfonatoanilino)-9,10-dioxoanthracen-1-yl]amino]benzenesulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1NC(C=1C(=O)C2=CC=CC=C2C(=O)C=11)=CC=C1NC1=CC=C(C)C=C1S([O-])(=O)=O FPAYXBWMYIMERV-UHFFFAOYSA-L 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 2
- SGBXIDHAUUXLOV-UHFFFAOYSA-N 1-sulfocyclohexa-3,5-diene-1,3-dicarboxylic acid Chemical class OC(=O)C1=CC=CC(S(O)(=O)=O)(C(O)=O)C1 SGBXIDHAUUXLOV-UHFFFAOYSA-N 0.000 description 1
- 235000005940 Centaurea cyanus Nutrition 0.000 description 1
- 240000004385 Centaurea cyanus Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241001366278 Leptotes marina Species 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- WXLFIFHRGFOVCD-UHFFFAOYSA-L azophloxine Chemical compound [Na+].[Na+].OC1=C2C(NC(=O)C)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC=CC=C1 WXLFIFHRGFOVCD-UHFFFAOYSA-L 0.000 description 1
- XMEXYUIRYSLNKT-UHFFFAOYSA-N benzene-1,3-dicarboxylic acid;sodium Chemical compound [Na].OC(=O)C1=CC=CC(C(O)=O)=C1 XMEXYUIRYSLNKT-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000002788 crimping Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- AIPRAPZUGUTQKX-UHFFFAOYSA-N diethoxyphosphorylmethylbenzene Chemical compound CCOP(=O)(OCC)CC1=CC=CC=C1 AIPRAPZUGUTQKX-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- OENLEHTYJXMVBG-UHFFFAOYSA-N pyridine;hydrate Chemical compound [OH-].C1=CC=[NH+]C=C1 OENLEHTYJXMVBG-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- D06P3/241—Polyamides; Polyurethanes using acid dyes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
-
- 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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8209—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing amide groups
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Coloring (AREA)
- Artificial Filaments (AREA)
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEV26362A DE1260429B (de) | 1964-07-14 | 1964-07-14 | Verfahren zur Herstellung von gefaerbten Textilien mit Mouline-Effekt aus Polyamiden |
BE665048D BE665048A (enrdf_load_stackoverflow) | 1964-07-14 | 1965-06-08 | |
AT605365A AT259507B (de) | 1964-07-14 | 1965-07-02 | Verfahren zur Herstellung von Textilien mit Mouliné-Effekt aus Polyamiden |
FR23828A FR1438947A (fr) | 1964-07-14 | 1965-07-07 | Procédé d'obtention de textiles à effet mouliné à partir de polyamides |
US471443A US3475111A (en) | 1964-07-14 | 1965-07-12 | Tone-on-tone acid dyeing blended textile of nylon and nylons with small amounts of phthalic acid sulfonic acid,phosphoric or phosphonic acid ester condensed therein and the textile so produced |
NO158909A NO120416B (enrdf_load_stackoverflow) | 1964-07-14 | 1965-07-13 | |
NL6509047A NL6509047A (enrdf_load_stackoverflow) | 1964-07-14 | 1965-07-13 | |
GB29855/65A GB1100239A (en) | 1964-07-14 | 1965-07-14 | Process for the production of textiles having a mottled effect from polyamides |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEV26362A DE1260429B (de) | 1964-07-14 | 1964-07-14 | Verfahren zur Herstellung von gefaerbten Textilien mit Mouline-Effekt aus Polyamiden |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1260429B true DE1260429B (de) | 1968-02-08 |
Family
ID=7582609
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEV26362A Pending DE1260429B (de) | 1964-07-14 | 1964-07-14 | Verfahren zur Herstellung von gefaerbten Textilien mit Mouline-Effekt aus Polyamiden |
Country Status (7)
Country | Link |
---|---|
US (1) | US3475111A (enrdf_load_stackoverflow) |
AT (1) | AT259507B (enrdf_load_stackoverflow) |
BE (1) | BE665048A (enrdf_load_stackoverflow) |
DE (1) | DE1260429B (enrdf_load_stackoverflow) |
GB (1) | GB1100239A (enrdf_load_stackoverflow) |
NL (1) | NL6509047A (enrdf_load_stackoverflow) |
NO (1) | NO120416B (enrdf_load_stackoverflow) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1769613A1 (de) * | 1968-06-15 | 1971-07-01 | Bayer Ag | Mittel zur Verbesserung der Nassechtheiten von mit kationischen Farbstoffen auf synthetischen Polyamiden erzeugten Faerbungen |
US3954404A (en) * | 1972-06-22 | 1976-05-04 | Rca Corporation | Diphenyl continuous foam dyeing with fabric running over rolls in foam bath |
JP3281177B2 (ja) * | 1994-05-26 | 2002-05-13 | 旭化成株式会社 | 耐黄変性濃染性ポリヘキサメチレンアジパミド繊維およびその製造方法 |
US6620208B2 (en) | 2001-03-30 | 2003-09-16 | Honeywell International Inc. | Wetfast polyamide fiber with high amino end group content |
US8178648B2 (en) * | 2007-12-18 | 2012-05-15 | Future Fuel Chemical Company | Diaminium bis-3,5-dicarboxybenzensulfonate and tri-diaminium bis-3,5-dicarboxybenzensulfonate and methods for producing same |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2708617A (en) * | 1951-05-12 | 1955-05-17 | Du Pont | Formation of films and filament directly from polymer intermediates |
NL246911A (enrdf_load_stackoverflow) * | 1958-03-06 | |||
US3184436A (en) * | 1959-09-04 | 1965-05-18 | Du Pont | Polycarbonamides of improved dye affinity having the benzene sulfonic acid salt moiety as an integral part of the polymer chain |
-
1964
- 1964-07-14 DE DEV26362A patent/DE1260429B/de active Pending
-
1965
- 1965-06-08 BE BE665048D patent/BE665048A/xx unknown
- 1965-07-02 AT AT605365A patent/AT259507B/de active
- 1965-07-12 US US471443A patent/US3475111A/en not_active Expired - Lifetime
- 1965-07-13 NL NL6509047A patent/NL6509047A/xx unknown
- 1965-07-13 NO NO158909A patent/NO120416B/no unknown
- 1965-07-14 GB GB29855/65A patent/GB1100239A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
AT259507B (de) | 1968-01-25 |
GB1100239A (en) | 1968-01-24 |
US3475111A (en) | 1969-10-28 |
NO120416B (enrdf_load_stackoverflow) | 1970-10-19 |
NL6509047A (enrdf_load_stackoverflow) | 1966-01-17 |
BE665048A (enrdf_load_stackoverflow) | 1965-10-01 |
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