DE216071C - - Google Patents
Info
- Publication number
- DE216071C DE216071C DENDAT216071D DE216071DA DE216071C DE 216071 C DE216071 C DE 216071C DE NDAT216071 D DENDAT216071 D DE NDAT216071D DE 216071D A DE216071D A DE 216071DA DE 216071 C DE216071 C DE 216071C
- Authority
- DE
- Germany
- Prior art keywords
- anthraquinone
- halogen
- chlorine
- sodium
- sulfonic acid
- 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.)
- Active
Links
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 9
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- 239000000460 chlorine Substances 0.000 claims description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 7
- JAJIPIAHCFBEPI-UHFFFAOYSA-N 9,10-dioxoanthracene-1-sulfonic acid Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)O JAJIPIAHCFBEPI-UHFFFAOYSA-N 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 230000000875 corresponding Effects 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 150000008064 anhydrides Chemical class 0.000 claims description 2
- 239000000969 carrier Substances 0.000 claims description 2
- UJRYGTJGSXRIOH-UHFFFAOYSA-N BrC1=C(C=2C(C3=CC=CC=C3C(C=2C=C1)=O)=O)S(=O)(=O)O Chemical class BrC1=C(C=2C(C3=CC=CC=C3C(C=2C=C1)=O)=O)S(=O)(=O)O UJRYGTJGSXRIOH-UHFFFAOYSA-N 0.000 claims 1
- 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
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 238000005185 salting out Methods 0.000 description 4
- 239000011630 iodine Substances 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000005660 chlorination reaction Methods 0.000 description 2
- -1 chlorine iodine Chemical compound 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 2
- PLUFITIFLBGFPN-UHFFFAOYSA-N 1,2-dichloroanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(Cl)C(Cl)=CC=C3C(=O)C2=C1 PLUFITIFLBGFPN-UHFFFAOYSA-N 0.000 description 1
- GUEIZVNYDFNHJU-UHFFFAOYSA-N 1,4-Dihydroxyanthraquinone Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC=C2O GUEIZVNYDFNHJU-UHFFFAOYSA-N 0.000 description 1
- PTKWYSNDTXDBIZ-UHFFFAOYSA-N 9,10-dioxoanthracene-1,2-disulfonic acid Chemical class C1=CC=C2C(=O)C3=C(S(O)(=O)=O)C(S(=O)(=O)O)=CC=C3C(=O)C2=C1 PTKWYSNDTXDBIZ-UHFFFAOYSA-N 0.000 description 1
- RZVHIXYEVGDQDX-UHFFFAOYSA-N Anthraquinone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 RZVHIXYEVGDQDX-UHFFFAOYSA-N 0.000 description 1
- UWOGELSGKTUEAK-UHFFFAOYSA-N C1(C(C=2C3=C(C=CC=C3C3=C(C2C=2C=CC=CC12)C1=CC2=CC=CC=C2C=C1C=C3)S(=O)(=O)O)S(=O)(=O)O)=O Chemical compound C1(C(C=2C3=C(C=CC=C3C3=C(C2C=2C=CC=CC12)C1=CC2=CC=CC=C2C=C1C=C3)S(=O)(=O)O)S(=O)(=O)O)=O UWOGELSGKTUEAK-UHFFFAOYSA-N 0.000 description 1
- YQRYQJMEKQEBMC-UHFFFAOYSA-N ClC1=C(C=2C(C3=CC=CC=C3C(C2C=C1Cl)=O)=O)S(=O)(=O)O Chemical compound ClC1=C(C=2C(C3=CC=CC=C3C(C2C=C1Cl)=O)=O)S(=O)(=O)O YQRYQJMEKQEBMC-UHFFFAOYSA-N 0.000 description 1
- AVQSEARLNDFLIZ-UHFFFAOYSA-N ClC=1C=C2C3=C(C=4C=5C=CC=CC=5C(C(C=4C2=C(C=1Cl)S(=O)(=O)O)S(=O)(=O)O)=O)C1=CC2=CC=CC=C2C=C1C=C3 Chemical compound ClC=1C=C2C3=C(C=4C=5C=CC=CC=5C(C(C=4C2=C(C=1Cl)S(=O)(=O)O)S(=O)(=O)O)=O)C1=CC2=CC=CC=C2C=C1C=C3 AVQSEARLNDFLIZ-UHFFFAOYSA-N 0.000 description 1
- 239000005562 Glyphosate Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- AFVAAKZXFPQYEJ-UHFFFAOYSA-N anthracene-9,10-dione;sodium Chemical compound [Na].C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 AFVAAKZXFPQYEJ-UHFFFAOYSA-N 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- RUCAXVJJQQJZGU-UHFFFAOYSA-M hydron;2-(phosphonatomethylamino)acetate;trimethylsulfanium Chemical compound C[S+](C)C.OP(O)(=O)CNCC([O-])=O RUCAXVJJQQJZGU-UHFFFAOYSA-M 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 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
- C09B1/02—Hydroxy-anthraquinones; Ethers or esters thereof
- C09B1/06—Preparation from starting materials already containing the anthracene nucleus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE216071C true DE216071C (xx) |
Family
ID=477515
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT216071D Active DE216071C (xx) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE216071C (xx) |
-
0
- DE DENDAT216071D patent/DE216071C/de active Active
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