ES259788A1 - Process for the manufacture of anthraquinone dyestuffs - Google Patents
Process for the manufacture of anthraquinone dyestuffsInfo
- Publication number
- ES259788A1 ES259788A1 ES0259788A ES259788A ES259788A1 ES 259788 A1 ES259788 A1 ES 259788A1 ES 0259788 A ES0259788 A ES 0259788A ES 259788 A ES259788 A ES 259788A ES 259788 A1 ES259788 A1 ES 259788A1
- Authority
- ES
- Spain
- Prior art keywords
- halogen
- diaminoanthraquinone
- oleum
- hydroxyl groups
- dyes
- 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
Links
- 238000000034 method Methods 0.000 title abstract 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title 1
- 150000004056 anthraquinones Chemical class 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 abstract 4
- 239000000975 dye Substances 0.000 abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 3
- LRMDXTVKVHKWEK-UHFFFAOYSA-N 1,2-diaminoanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(N)C(N)=CC=C3C(=O)C2=C1 LRMDXTVKVHKWEK-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 abstract 2
- 239000004327 boric acid Substances 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 abstract 2
- 235000011149 sulphuric acid Nutrition 0.000 abstract 2
- 239000001117 sulphuric acid Substances 0.000 abstract 2
- 239000001000 anthraquinone dye Substances 0.000 abstract 1
- 239000012895 dilution Substances 0.000 abstract 1
- 238000010790 dilution Methods 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 230000002140 halogenating effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
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
-
- 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
-
- 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
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Water-insoluble anthraquinone dyes are made by heating a tetrahalogenated 1 : 5- or 1 : 8-diamino-anthraquinon or a mixture thereof with concentrated sulphuric acid or oleum in the presence of boric acid or boron trioxide. When oleum is used at least one mol. of boric acid or boron trioxide must be used per mol. of sulphur trioxide. The process may also be conducted by halogenating the diaminoanthraquinone in concentrated sulphuric acid and then carrying out the heating step without isolating the halogenated diaminoanthraquinone. The products contain halogen and it is believed that during the heating step predominantly a -halogen atoms are exchanged for hydroxyl groups or sulphated hydroxyl groups. The product may be fractionally precipitated from the reaction mixture by successive dilutions with water to obtain dyes containing lower or higher contents of halogen. Examples are given. The dyes dye polyester fibres from aqueous dispersion in blue shades. Specification 787,379 and German Specification 110,769 are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH7605759A CH373501A (en) | 1959-07-22 | 1959-07-22 | Process for the production of blue anthraquinone dyes which are free from water-solubilizing groups |
Publications (1)
Publication Number | Publication Date |
---|---|
ES259788A1 true ES259788A1 (en) | 1961-01-01 |
Family
ID=4534648
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES0259788A Expired ES259788A1 (en) | 1959-07-22 | 1960-07-21 | Process for the manufacture of anthraquinone dyestuffs |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE593191A (en) |
CH (1) | CH373501A (en) |
DE (1) | DE1220064B (en) |
ES (1) | ES259788A1 (en) |
GB (1) | GB951784A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4292247A (en) * | 1977-04-25 | 1981-09-29 | Sumitomo Chemical Company, Limited | Process for producing anthraquinone intermediates |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE110769C (en) * |
-
0
- BE BE593191D patent/BE593191A/xx unknown
-
1959
- 1959-07-22 CH CH7605759A patent/CH373501A/en unknown
-
1960
- 1960-07-19 GB GB2518460A patent/GB951784A/en not_active Expired
- 1960-07-21 ES ES0259788A patent/ES259788A1/en not_active Expired
- 1960-07-21 DE DEC21968A patent/DE1220064B/en active Pending
Also Published As
Publication number | Publication date |
---|---|
BE593191A (en) | |
DE1220064B (en) | 1966-06-30 |
CH373501A (en) | 1963-11-30 |
GB951784A (en) | 1964-03-11 |
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