US1645451A - Process for dyeing acidyl celluloses - Google Patents
Process for dyeing acidyl celluloses Download PDFInfo
- Publication number
- US1645451A US1645451A US755037A US75503724A US1645451A US 1645451 A US1645451 A US 1645451A US 755037 A US755037 A US 755037A US 75503724 A US75503724 A US 75503724A US 1645451 A US1645451 A US 1645451A
- Authority
- US
- United States
- Prior art keywords
- acidyl
- celluloses
- dyeing
- salts
- dyein
- 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 - Lifetime
Links
- 229920002678 cellulose Polymers 0.000 title description 8
- 235000010980 cellulose Nutrition 0.000 title description 7
- 238000000034 method Methods 0.000 title description 4
- 238000004043 dyeing Methods 0.000 title description 3
- 150000003839 salts Chemical class 0.000 description 7
- XTEGARKTQYYJKE-UHFFFAOYSA-M Chlorate Chemical class [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 229920002301 cellulose acetate Polymers 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- VKJKEPKFPUWCAS-UHFFFAOYSA-M potassium chlorate Chemical compound [K+].[O-]Cl(=O)=O VKJKEPKFPUWCAS-UHFFFAOYSA-M 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- -1 sodium stannate Chemical class 0.000 description 2
- MCTQNEBFZMBRSQ-UHFFFAOYSA-N (3-amino-4-phenyldiazenylphenyl)azanium;chloride Chemical compound Cl.NC1=CC(N)=CC=C1N=NC1=CC=CC=C1 MCTQNEBFZMBRSQ-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-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
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 241000083869 Polyommatus dorylas Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- WLKAMFOFXYCYDK-UHFFFAOYSA-N [5-amino-4-[[3-[(2-amino-4-azaniumyl-5-methylphenyl)diazenyl]-4-methylphenyl]diazenyl]-2-methylphenyl]azanium;dichloride Chemical compound [Cl-].[Cl-].CC1=CC=C(N=NC=2C(=CC([NH3+])=C(C)C=2)N)C=C1N=NC1=CC(C)=C([NH3+])C=C1N WLKAMFOFXYCYDK-UHFFFAOYSA-N 0.000 description 1
- JPIYZTWMUGTEHX-UHFFFAOYSA-N auramine O free base Chemical compound C1=CC(N(C)C)=CC=C1C(=N)C1=CC=C(N(C)C)C=C1 JPIYZTWMUGTEHX-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 238000009967 direct dyeing Methods 0.000 description 1
- TVQLLNFANZSCGY-UHFFFAOYSA-N disodium;dioxido(oxo)tin Chemical compound [Na+].[Na+].[O-][Sn]([O-])=O TVQLLNFANZSCGY-UHFFFAOYSA-N 0.000 description 1
- VYXSBFYARXAAKO-UHFFFAOYSA-N ethyl 2-[3-(ethylamino)-6-ethylimino-2,7-dimethylxanthen-9-yl]benzoate;hydron;chloride Chemical compound [Cl-].C1=2C=C(C)C(NCC)=CC=2OC2=CC(=[NH+]CC)C(C)=CC2=C1C1=CC=CC=C1C(=O)OCC VYXSBFYARXAAKO-UHFFFAOYSA-N 0.000 description 1
- SQHOAFZGYFNDQX-UHFFFAOYSA-N ethyl-[7-(ethylamino)-2,8-dimethylphenothiazin-3-ylidene]azanium;chloride Chemical compound [Cl-].S1C2=CC(=[NH+]CC)C(C)=CC2=NC2=C1C=C(NCC)C(C)=C2 SQHOAFZGYFNDQX-UHFFFAOYSA-N 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- CXKWCBBOMKCUKX-UHFFFAOYSA-M methylene blue Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 CXKWCBBOMKCUKX-UHFFFAOYSA-M 0.000 description 1
- 229960000907 methylthioninium chloride Drugs 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- OARRHUQTFTUEOS-UHFFFAOYSA-N safranin Chemical compound [Cl-].C=12C=C(N)C(C)=CC2=NC2=CC(C)=C(N)C=C2[N+]=1C1=CC=CC=C1 OARRHUQTFTUEOS-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229940079864 sodium stannate Drugs 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- YXZRCLVVNRLPTP-UHFFFAOYSA-J turquoise blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Cu+2].NC1=NC(Cl)=NC(NC=2C=C(NS(=O)(=O)C3=CC=4C(=C5NC=4NC=4[N-]C(=C6C=CC(=CC6=4)S([O-])(=O)=O)NC=4NC(=C6C=C(C=CC6=4)S([O-])(=O)=O)NC=4[N-]C(=C6C=CC(=CC6=4)S([O-])(=O)=O)N5)C=C3)C(=CC=2)S([O-])(=O)=O)=N1 YXZRCLVVNRLPTP-UHFFFAOYSA-J 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/673—Inorganic compounds
- D06P1/67333—Salts or hydroxides
- D06P1/6735—Salts or hydroxides of alkaline or alkaline-earth metals with anions different from those provided for in D06P1/67341
- D06P1/67358—Halides or oxyhalides
-
- 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
- Y10S8/921—Cellulose ester or ether
Definitions
- PAUL BABE OF LEVERKUSEN, NEAR GOLOGNE-QN-THE-RHINE, AND WILHEUM SCHEPSS, OF WIESDORF, NEAR COLOGNE-ON-THE-RHINE, GERMANY, ASSIGNGJPQS, BY MESNE ASSIGNMENTS, TO GRASSELLI DYESTUFF CORPORATION, E IQEVI?- YUEK,
- magnesium calcium or zinc and further of such organic bases as monomethlylamine, di-methylamine, etc, guanidine, pyridine and piperidine, may be used.
- dyestutt's or their salts as for instance methylene blue, rhodulin red, B, saf ranine, auramine, Bismarck brown, rhodiulin yellow, rhodulin blue 6G (nitrate), turquoise blue G, rhodamin 6G extra, new methylene blue F, and many others can be fixed on cellulose acetate silks in this manner, with extraordinary depth of shade.
- a neutral dyeing composition comprislng a dye and a salt of an oxy acid of chlorine.
Landscapes
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
Fatented Oct. 11, 1925" UNITED STATES PATENT QFFEQEQ.
PAUL BABE, OF LEVERKUSEN, NEAR GOLOGNE-QN-THE-RHINE, AND WILHEUM SCHEPSS, OF WIESDORF, NEAR COLOGNE-ON-THE-RHINE, GERMANY, ASSIGNGJPQS, BY MESNE ASSIGNMENTS, TO GRASSELLI DYESTUFF CORPORATION, E IQEVI?- YUEK,
H. Y. A CORPORATION OF DELAWARE.
PROCESS FOR DYEING ACIDYL CELLULOSES.
No Drawing. Original application filed March 3, 1924, Serial No. 696,675, and in Germany may 29, 1923. Divided and this application filed December 10, 1924. Serial No. 755,037,
It is well known that acidyl celluloses have only a small absorbtive power for dyestufi's. Attempts have, therefore, not been lacking to avoid this defect. A process is described, for instance, in German Patent No.
355,533, Which allows of the direct dyeing of cellulose acetate silk, by the addition to the dye bath of one or more protective colloids, organic acids, and larger quantities of Waterssoluble salts, particularly chlorides. British Patent 179,384 also recommends the employment of metallic salts such as sodium stannate, magenta, etc, With the simultaneous addition of colloids.
The noteworthy fact has now been estab lished, that salts of the oxy acids of chlorine, as for instance chlorates, etc., are suitable in quite a peculiar degree as additions in dyein acidyl cellulose, e. g. cellulose acetate 29 sil films, etc. or their transformation products. The use of protective colloids is superfluous. Even relativel small quantities of these salts produce s ades of hitherto unattainable depth.
Eammple 1.1 part by weight of chrysoidine G extra is dissolved in 1000 parts by weight of water and 5 parts by Weight of chlorate of otassium KClO are added. Ratio 1:20. yeing temperature 70. Time so minutes. Instead of chlorate of potassium the chlorates of ammonium, sodium,
magnesium, calcium or zinc and further of such organic bases as monomethlylamine, di-methylamine, etc, guanidine, pyridine and piperidine, may be used.
Other dyestutt's or their salts, as for instance methylene blue, rhodulin red, B, saf ranine, auramine, Bismarck brown, rhodiulin yellow, rhodulin blue 6G (nitrate), turquoise blue G, rhodamin 6G extra, new methylene blue F, and many others can be fixed on cellulose acetate silks in this manner, with extraordinary depth of shade.
This application is a division of our appli cation SerialNumber 696,675 filed March 3, 1924:. 1
We claim 1. Process of dyein acidyl celluloses characterized in and by he fact that the acidyl celluloses are dyed in a neutral bath cona salt of an oxy acid of chlorine.
tainirfgg 2. rocess of dyein acidyl celluloses char-' acterized in and by t e fact that the acidyl celluloses are dyed in a neutral bath containing potassium chlorate. 3. A neutral dyeing composition comprislng a dye and a salt of an oxy acid of chlorine.
In testimony whereof, We afiix our signatures.
PAUL RABE. WILHELM SOHEPSS.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US755037A US1645451A (en) | 1924-03-03 | 1924-12-10 | Process for dyeing acidyl celluloses |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US696675A US1645450A (en) | 1923-05-28 | 1924-03-03 | Process for dyeing acidyl celluloses |
| US755037A US1645451A (en) | 1924-03-03 | 1924-12-10 | Process for dyeing acidyl celluloses |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1645451A true US1645451A (en) | 1927-10-11 |
Family
ID=27105838
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US755037A Expired - Lifetime US1645451A (en) | 1924-03-03 | 1924-12-10 | Process for dyeing acidyl celluloses |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1645451A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2943936A (en) * | 1956-12-13 | 1960-07-05 | Keuffel & Esser Co | Cartographic material |
| WO1993002133A1 (en) * | 1991-07-22 | 1993-02-04 | Witco Corporation | Stabilizer composition and polymer compositions stabilized therewith |
-
1924
- 1924-12-10 US US755037A patent/US1645451A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2943936A (en) * | 1956-12-13 | 1960-07-05 | Keuffel & Esser Co | Cartographic material |
| WO1993002133A1 (en) * | 1991-07-22 | 1993-02-04 | Witco Corporation | Stabilizer composition and polymer compositions stabilized therewith |
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