US1587669A - Process of dyeing cellulose esters and ethers - Google Patents
Process of dyeing cellulose esters and ethers Download PDFInfo
- Publication number
- US1587669A US1587669A US4501A US450125A US1587669A US 1587669 A US1587669 A US 1587669A US 4501 A US4501 A US 4501A US 450125 A US450125 A US 450125A US 1587669 A US1587669 A US 1587669A
- Authority
- US
- United States
- Prior art keywords
- cellulose esters
- ethers
- dyeing cellulose
- dyeing
- group
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/264—Dyes with amino groups substituted by hydrocarbon radicals sulfonated
- C09B1/266—Dyes with amino groups substituted by hydrocarbon radicals sulfonated only sulfonated in the anthracene nucleus
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/202—Preparation from starting materials already containing the anthracene nucleus sulfonated
- C09B1/203—Preparation from starting materials already containing the anthracene nucleus sulfonated only sulfonated in the anthracene nucleus
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/22—Dyes with unsubstituted amino groups
- C09B1/24—Dyes with unsubstituted amino groups sulfonated
-
- 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
- cellulose esters I understand notonly the real esters obtain able by causing acids to act on cellulose, but also the so-called ethers, obtainable for instance by causing halogen alkyls to act on cellulose compounds.
- R represents hydrogen, an alkylarylor aralkyhgroup, th-e sulfo group being in the same nucleus of the anthraquinone as the amino groups.
- l-aminoanthraquinones of the following formula u R 25 5 R u R ch wherein R represents hydrogen, analkyl- X arylor aralkyl-group, the sulfo group being in the same nucleus of the anthraquinone wherein R represents hydrogen, an alkylas the amino groups, said products being 35 arylor aralkyl-group and X represents an violet to blue materials of excellent fastness. alninoor hydroXy-group or an alkyl-, eryl- 6.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
Description
Patented June 8, 1926.
UNITED STATS @FEIQE.
CARL ERICH Mll'LLER, OF HOGHST-ON-THE-MAIN, GERMANY, ASSIGNOR, BY MESNE ASSIGNMENTS, TO GRASSELLI DYESTUFF CORPORA'IIGN, 0F NEW YORK, N. Y., A
CORPORATION OF DELAWARE.
PROCESS OF DYEING CELLULGSE ESTERS AND ETI-IEES.
N0 Drawing. Application filed January 24, 1925, Serial No. 4,501, and in Germany January Q It is known that the hitherto used acid gdyestutts of the anthraquinone series do not igive any or only very weak dyeings on facidyl cellulose.
Now I have found that the niono-sulfonated 1.4-dia1ninoand amino-oxyanthraquinones, their alkyland arylor aralkylsubstitution products, containing the sulfogroup not in the side chain, but in 2-position or 3-position of the anthraquinone nucleus,
, yield direct dyeings on acetyl cellulose in deep tints. The dyeings thus obtained possess'a good :tastness to washing and an excellent fastness to light.
The following example illustrates my in vention:
1 kg. of acetate silk is dyed for 1 hour at 60-70 C. in a dye bath of -25 liters, in
which 20 grams of 1.4-diaminoanthraquinone-Q-sultonic acid are dissolved, with or without the addition of salts or acids and with or without protectiye colloids. In this manner a deep violet'tint isobtained on the fibre. v
If for the 1.4L-diaininoanthraquinone-Q- sulfonic acid is substituted the -QXj -laininoanthraquinone-3-sulfonic acid, a red dish violet tint is obtained and when using 1- phenylamino-4c-aminoanthraquinone-3-sultonic acid a deep vivid blue tint. When using 1-phenyla1nino-4E-a1nino 7 -chloranthra quinone-3-sultonic acid, an intense blue tint with a green hue is obtained.
By cellulose esters I understand notonly the real esters obtain able by causing acids to act on cellulose, but also the so-called ethers, obtainable for instance by causing halogen alkyls to act on cellulose compounds.
evident that the process may also be applied to products containing cellulose esters or others and other vegetable or animal fibres.
It is,
I claim:
1. The process of dyeing cellulose esters and ethers, consisting in dyeing these materials with the niono-sulfonic acids of 1-aininoanthraquinones of the following formula:
(\/O\/\ ek /K) formula n &? R 5 ti N R wherein R represents hydrogen, an alkylarylor aralkyhgroup, th-e sulfo group being in the same nucleus of the anthraquinone as the amino groups.
3. The process of dyeing cellulose esters and others, consisting in dyeing these materials with l-phenylaminol-aininoanthraquinone-3-sultoni o acid,
4. As new products, cellulose esters and diaininoanthraquinones of the following ethers dyed with the inono-sulfonic acids of formula:
l-aminoanthraquinones of the following formula u R 25 5 R u R ch wherein R represents hydrogen, analkyl- X arylor aralkyl-group, the sulfo group being in the same nucleus of the anthraquinone wherein R represents hydrogen, an alkylas the amino groups, said products being 35 arylor aralkyl-group and X represents an violet to blue materials of excellent fastness. alninoor hydroXy-group or an alkyl-, eryl- 6. As new products, cellulose esters and or arulkylmninoor hydroXy-group, the ethers dyed with 1-phenylamino-4-aminoansulfo group being in the same nucleus of the hraquinone-3-su1fonic acid, Said products anthraquinone as the amino group. being blue materials of excellent fastness. 40 5. A n w products, cellulose esters and In testimony whereof,Iaffixinysignature. others dyed with mono-sulfonicacids of 1.4- CARL ERICH MULLER.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE228557X | 1924-01-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1587669A true US1587669A (en) | 1926-06-08 |
Family
ID=5867274
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US4501A Expired - Lifetime US1587669A (en) | 1924-01-29 | 1925-01-24 | Process of dyeing cellulose esters and ethers |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US1587669A (en) |
| FR (1) | FR591708A (en) |
| GB (1) | GB228557A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3100134A (en) * | 1960-04-05 | 1963-08-06 | Basf Ag | Dyeing and printing of articles of linear polyamides |
-
1925
- 1925-01-15 FR FR591708D patent/FR591708A/en not_active Expired
- 1925-01-24 US US4501A patent/US1587669A/en not_active Expired - Lifetime
- 1925-01-29 GB GB2621/25A patent/GB228557A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3100134A (en) * | 1960-04-05 | 1963-08-06 | Basf Ag | Dyeing and printing of articles of linear polyamides |
Also Published As
| Publication number | Publication date |
|---|---|
| GB228557A (en) | 1926-02-04 |
| FR591708A (en) | 1925-07-17 |
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