PL113058B1 - - Google Patents
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- PL113058B1 PL113058B1 PL1978207517A PL20751778A PL113058B1 PL 113058 B1 PL113058 B1 PL 113058B1 PL 1978207517 A PL1978207517 A PL 1978207517A PL 20751778 A PL20751778 A PL 20751778A PL 113058 B1 PL113058 B1 PL 113058B1
- Authority
- PL
- Poland
- Prior art keywords
- formula
- group
- carbon atoms
- alkyl
- radical
- Prior art date
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- -1 alkenyl radical Chemical class 0.000 claims description 34
- 125000004432 carbon atom Chemical group C* 0.000 claims description 32
- 125000000217 alkyl group Chemical group 0.000 claims description 25
- 229910052757 nitrogen Inorganic materials 0.000 claims description 13
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 125000002091 cationic group Chemical group 0.000 claims description 10
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 10
- 150000004985 diamines Chemical class 0.000 claims description 9
- 125000000623 heterocyclic group Chemical group 0.000 claims description 9
- 125000002947 alkylene group Chemical group 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 125000000732 arylene group Chemical group 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 125000004429 atom Chemical group 0.000 claims description 5
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 125000004966 cyanoalkyl group Chemical group 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000001188 haloalkyl group Chemical group 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 150000003254 radicals Chemical class 0.000 claims description 3
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical group [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 2
- 125000004450 alkenylene group Chemical group 0.000 claims description 2
- 125000005093 alkyl carbonyl alkyl group Chemical group 0.000 claims description 2
- 125000004688 alkyl sulfonyl alkyl group Chemical group 0.000 claims description 2
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 9
- 125000005843 halogen group Chemical group 0.000 claims 7
- 239000000203 mixture Substances 0.000 claims 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 6
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- INZDTEICWPZYJM-UHFFFAOYSA-N 1-(chloromethyl)-4-[4-(chloromethyl)phenyl]benzene Chemical group C1=CC(CCl)=CC=C1C1=CC=C(CCl)C=C1 INZDTEICWPZYJM-UHFFFAOYSA-N 0.000 claims 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 claims 1
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 claims 1
- 241000790917 Dioxys <bee> Species 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 125000001453 quaternary ammonium group Chemical group 0.000 claims 1
- 229910000679 solder Inorganic materials 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 150000005840 aryl radicals Chemical class 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical group 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 150000001768 cations Chemical group 0.000 description 1
- 239000000701 coagulant Substances 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/30—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the groups —CO—N< and, both being directly attached by their carbon atoms to the same carbon skeleton, e.g. H2N—NH—CO—C6H4—COOCH3; Thio-analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/20—N-Aryl derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/22—O-Aryl or S-Aryl esters thereof
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/52—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities
- C02F1/54—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities using organic material
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- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
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- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0206—Polyalkylene(poly)amines
- C08G73/0213—Preparatory process
- C08G73/0226—Quaternisation of polyalkylene(poly)amines
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- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/024—Polyamines containing oxygen in the form of ether bonds in the main chain
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- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0246—Polyamines containing other atoms than carbon, hydrogen, nitrogen or oxygen in the main chain
- C08G73/0253—Polyamines containing sulfur in the main chain
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/16—Amines or polyamines
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/18—Quaternary ammonium compounds
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/467—Compounds containing quaternary nitrogen atoms derived from polyamines
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- 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
- D06P1/52—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 using compositions containing synthetic macromolecular substances
-
- 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
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Description
Przedmiotem wynalazku jest sposób wytwarzania nowych polimerycznych czwartorzedowych soli amoniowych.Sole te znajduja zastosowanie jako srodki po¬ mocnicze do barwienia materialów, jako utrwa- 5 lacze barwników, dyspergatory i emulgatory, srodki antybakteryjne, antyelektrostatyczne oraz jako srodki stracajace i koagulujace.Polimeryczne czwartorzedowe sole amoniowe i ich zastosowanie jako srodków bakteriobójczych io sa znane z opisu patentowego Stanów Zjednoczo¬ nych Ameryki nr 2 271 378. Zazwyczaj sa one otrzy¬ mywane w reakcji dwutrzeciorzedowych amin z dwuhalogenkami. Polimeryczne czwartorzedowe sole amoniowe jako sensybilizatory w materialach 15 fotograficznych przedstawiono w brytyjskim opisie patentowym nr 1 169 896.W brytyjskim opisie patentowym nr 1479 786 opisano polimeryczne czwartorzedowe sole amo¬ niowe posiadajace przy czwartorzedowych atomach 20 azotu chemicznie reaktywne podstawniki. Z belgij¬ skiego opisu patentowego nr 849 728 znane sa poli¬ meryczne czwartorzedowe sole amoniowe, do których wytwarzania stosuje sie jako dwuhalo- genki 4,4'^bis-(chlorowcometylo)-dwufenyle i które 25 stosuje sie w szczególnosci jako srodki pomocnicze we wlókiennictwie.Te znane polimery nie spelnialy jednak jeszcze wszystkich wymagan (np. jako srodki pomocnicze dla wlókiennictwa), istniala wiec potrzeba zapro- 30 panowania nowych polimerycznych czwartorzedo¬ wych soli amoniowych o innych i lepszych wlas¬ nosciach, aby lepiej sie nadawaly do wymienionego celu i ewentualnie takze do innych zastosowan.W przeciwienstwie do znanych polimerycznych soli amoniowych, do wytwarzania nowych polime¬ rycznych czwartorzedowych soli amoniowych, których powtarzajace sie jednostki kationowe przedstawiaja wzory 1 i 2, stosuje sie inne dwu- aminy i/lub dwuhalogenki wzglednie inne kombi¬ nacje dwuamin i dwuhalogenków, prowadzace do produktów o niespodziewanie polepszonych wlas¬ nosciach.Wedlug wynalazku wytwarza sie polimeryczne czwartorzedowe sole amoniowe zawierajace jed¬ nostki kationowe o wzorze 1, ewentualnie pola¬ czone z jednostkami kationowymi o wzorze 2, gdzie Rp R2, It3 i R4 sa takie same lub rózne i oznaczaja ewentualnie podstawiony rodnik alki¬ lowy, cykloalkilowy lub alkenylowy o co najwyzej 20 atomach wegla, rodnik arylowy lub aralkilowy, albo (Rx i R2) i/lub (R3 i R4) tworza razem z ato¬ mem azotu, z którym sa zwiazane, ewentualnie podstawiony pierscien heterocykliczny o 5 lub 6 czlonach w pierscieniu, Ax i A2 oznaczaja -CnH2n-, gdzie n oznacza liczbe 1 do 12, suma n w Ax i A2 wynosi co najmniej 3, a dla n równego 1 wiazanie z czlonem mostkowym X nastepuje po¬ przez atom inny niz atom azotu lub tlenu, albo oznaczaja rodnik fenylenowy ewentualnie podsta- 113 058 \113 058 wiony chlorowcem, grupa hydroksylowa, alkilowa, chlorowcoalkilowa lub alkoksylowa, przy czym Ax i Aj sa takie same lub róznia sie od siebie, A^ oznacza -CnH2n-, gdzie n oznacza 2 do 12, A3 oznacza -CmH2m-, -CH20-R5-OCH2-, -C^OiR^pOCHa-, -CH2COCH2-, -CH2CHOHCH2-, grupe o wzorze 3, 4, 5 lub 6, gdzie R5 oznacza ewentualnie podstawiony chlorowcem rodnik alkileinowy o lancuchu prostym lub rozgalezionym, zawierajacy 2—12 atomów wegla, R6 oznacza -CH2,CH2-, -CH2CH(-CH3)- lub -{CH2)4-, m wynosi 2 do li2 a p 2 do 15, a X oizmacza dwuwartosciawy czlon mostkowy o wzorach -NHCOiNH-, -NHCO^OONH-, -CONH-, lOGONH-, -COO-, -COX200-, -0(0=)C-X3-C(=O)0- lub -0{0=)C-NH-X4-HN-(=0)0-, gdzie Xx oznacza wiazanie bezposrednie, grupe alkilenowa, alkenyle- nowa, arylenowa, dwuaminoalkilenowa, dwuamino- arylenowa, dioksyalkilenowa, polioksyalkilenowa lub dioksyarylenowa, X2 oznacza grupe dwuamino¬ alkilenowa, dioksyalkilenowa, polioksyalkilenowa lub GGiMoalkileincwa, X3 oznacza grupe arylenowa, a X4 oznacza grupe alkiienowa lub arylenowa.Podstawniki Rv R2, R3 i R4 w jednostkach katio¬ nowych polimerycznych czwartorzedowych soli amoniowych we wzorach 1 i 2 moga stanowic rodniki alkilowe o lancuchu prostym lub rozga¬ lezionym o 1—20 atomach wegla, jak np. rodnik metylowy, etylowy, propylowy, izopropylowy, butylowy, izobutylowy, Ill-rz.-butylowy, heksylo- wy, oktylowy, izooktylowy, Ill-rz.-oktylowy, decy- lowy, dodecylowy, tetradecylowy, heksadecylowy, oktadecylowy lub eikozylowy.Korzystne sa rodniki alkilowe o 1—10 atomach wegla, szczególnie o 1—4 atomach wegla a zwlasz¬ cza rodnik metylowy i etylowy.Podstawionymi rodnikami alkilowymi sa np. grupa hydroksyalkilowa, cyjanoalkilowa, alkoksy- alkilowa, alkilotioalkilowa, alkilokarbonyloalkilowa, alkilosulfonyloalkilowa, arylokarbonyloalkilowa i arylosulfonyloalkilowa, w których rodnik arylowy jest jedno-, dwu- lub trój-pierscieniowym weglo¬ wodorem aromatycznym, zwlaszcza rodnikiem/ fe- nylowym lub naftylowym, grupa kwasu alkamo- karboksylowego, grupa karboalkoksy- i dwukarbo- alkoksyalkilowa; karbonamidoalkilowa, ewentual¬ nie N- lub N,N-podistawiona nizszym rodnikiem alkilowym (Cj-C^) lub arylowym np. fenylowym.W przypadku rodników cykloalkilowych szcze¬ gólnie korzystny jest rodnik cyklopentylowy i cykloheksylowy, które ewentualnie moga byc podstawione.Rodniki alkenylowe moga zawierac od 2 do 20 atomów wegla. Korzystne sa rodniki o 2—10, a szczególnie o 2—4 atomach wegla. Moga to byc rodniki alkenylowe, odpowiadajace wymienionym rodnikom alkilowym. Wymienione dla rodników alkilowych podstawniki moga takze wystepowac w rodnikach alkenylowych.Rodnikami arylowymi i aralkilowymi sa w szcze¬ gólnosci rodnik fenylowy i benzylowy, które ewen¬ tualnie sa" podstawione grupa hydroksylowa, cyja- nowa, chlorowcem (fluorem, chlorem, bromem, jo¬ dem), grupa karboksylowa, alkilowa, hydroksy¬ alkilowa, cyjanoalkilowa, alkoksylowa i alkilotio, przy czym korzystne sa nizsze grupy alkilowe wzglednie alkoksylowe; grupa alkoksyalkilowa, karboalkoksylowa i dwukarboalkoksylowa, przy 5 czym czesc alkilowa i alkoksylowa korzystnie za¬ wiera po 1—4 atomy wegla; grupa kwasu alkamo- karboksylowego, w którym grupa alkilowa zawiera korzystnie 1—4 atomy wegla; grupa karbonamido¬ alkilowa- ewentualnie N- lub N,N-podstawiona 10 nizszym rodnikiem alkilowym (Cj-C^).Oba podstawniki przy kazdym z atomów azotu moga tworzyc razem z atomem azotu, z którym sa zwiazane, ewentualnie podstawiony pierscien heterocykliczny o 5 lub 6 czlonach w pierscieniu. 15 Przykladami takich pierscieni heterocyklicznych sa pierscien piperydynowy, morfolinowy, tiomorfo- . linowy, pdrolidynowy lub imidazolinowy.A2 i A2, które moga byc takie same lub róznic sie od siebie, sa na przyklad ugrupowaniem alkile- 20 nowym a wzorach -CnH2n-, w którym n oznacza liczbe calkowita od 1 do 12, szczególnie od 1 do 6.Dla n równego 1, to znaczy dla ugrupowania -CH2-, wiazanie z czlonem mostkowym X musi nastepowac poprzez inne atomy niz atom azotu 25 i tlenu; wiazanie to nastepuje zwlaszcza poprzez atom wegla. Poza tym suma n w obu gTupach "CnH2n" Ai i A2^ musi wynosic co najmniej 3.Jak juz wspomniano poprzednio przy wzorze _CnH2n' mog3 byc rodniki alkilenowe o lancuchu 30 rozgalezionym lub prostym, przy czym te ostatnie sa korzystne.Ai i A2 nioga byc poza tym aromatycznym czlo¬ nem mostkowym, zwlaszcza ewentualnie podsta¬ wionym rodnikiem fenylowym. x 35 Ewentualnymi podstawnikami w tych aroma¬ tycznych czlonach mostkowych sa na ogól: nizsza grupa alkilowa, nizsza grupa hydroksy- lub chlo- rowco-alkilowa o 1—4 atomach wegla, grupa hydroksylowa i chlorowiec, zwlaszcza chlor lub 40 brom.A^ moze byc grupa alkilenowa o 2—12 atomach wegla o lancuchu rozgalezionym, zwlaszcza jednak o lancuchu prostym, np. -:(CH2)2-, -(CH9),-, .(CHJ,-, lub -(CH2)12-. "26 45 Reszta A3 jest grupa alkilenowa i moze byc przedstawiona wzorem -CmH2m-, w którym m oznacza liczbe od 2 do 12. Sa to np. nastepujace ugrupowania: -C2H4-, -C3H6-, -C4H8-, -C5H10-, ~C6H12~ ~C8H12~ ~C10H20~ _C12H24~- A0 lest P PL PL PL
Claims (1)
1. Zastrzezenia patentowe 50 1. Sposób wytwarzania nowych polimerycznych czwartorzedowych soli amoniowych, zawierajacych jednostki kationowe o wzorze 1, gdzie' Rp R2, R3 i R4 sa takie same lub rózne i oznaczaja ewentual¬ nie podstawiony rodnik alkilowy, cykloalkilowy 55 lub alkenylowy o co najwyzej 20 atomach wegla, rodnik arylowy lub aralkilowy, albo (Rj i R2) i/lub (R3 i R4) razem z atomem azotu, z którym sa zwiazane, tworza ewentualnie podstawiony pierscien heterocykliczny o 5 lub 6 czlonach 60 w pierscieniu, A'x i A2 oznaczaja -CnH2n-, gdzie n oznacza liczbe 1 do 12, suma n w Ax i A2 wynosi co najmniej 3 a dla n równego 1 wiazanie z czlo¬ nem mostkowym X nastepuje poprzez atom inny niz atom azotu lub tlenu, albo oznaczaja rodnik 85 fenylowy. ewentualnie podstawiany chlorowicem,19 113 058 20 w kazdym przypadku o 1 lub 2 atomach wegla ¦v. czesci alkilowej i alkoksylowej, -CH2COOH, -(CH2)2COOH, grupa karbcnamidoaltoilowa o 1 lub 2 atomach wegla w czesci alkilowej i ewentualnie ^'-podstawiona nizsza grupa alkilowa; albo (R13 i R14) i/lub (R15 i R16) tworza razem z atomem azotu, z którym sa zwiazane, pierscien hetero¬ cykliczny o wzorach 32—35, zwlaszcza o wzorze 33, A4 oznacza -CmH2m-, -CH2COCH2-, -CHgCHOHCHg-, grupe o wzorze 3, 4 lub 5, m oznacza liczbe 2 do 12, mx liczbe 2 do 6 a X9 oznacza atom chlorowca. 6. Sposób wedlug zastrz. 5, znamienny tym, ze dwuamine o wzorze 51, w którym R13, R14, R15 i R16 oznaczaja rodniki metylowe, mx oznacza liczbe od 2 do 6, zwlaszcza 3, poddaje sie reakcji z 4,4'-bis-(chlorometylo)-dwufenylem. 7. Sposób wytwarzania nowych polimerycznych czwartorzedowych soli amoniowych, zawierajacych jednostki kationowe o wzorze 1 ewentualnie pola¬ czone z jednostkami kationowymi o wzorze 2, gdzie Rj, R2, R3 i R4 sa takie same lub róane i oznaczaja ewentualnie podstawiony rodnik alkilo¬ wy, korzystnie metylowy lub etylowy, cykloalki- lowy lub alkenylowy o co najwyzej 20 atomach wegla, rodnik arylowy lub aralkilowy, albo (Rx i. R2) i/lub (R3 i R4) razem' z atomem azotu, z którym sa zwiazane, tworza ewentualnie podsta¬ wiony pierscien heterocykliczny o 5 lub 6 czlonach w pierscieniu, korzystnie piperydynowy, Ax i A2 oznaczaja -CnH2n, gdzie n oznacza liczbe 1 do 12, suma n w Aj i A2 wynosi co najmniej 3 a dla n równego 1 wiazanie z czlonem mostkowym X na¬ stepuje poprzez atom inny niz atom azotu lub tlenu, albo oznaczaja rodnik fenylenowy ewentual¬ nie podstawiony chlorowcem, grupa hydroksylowa, alkilowa, chdorowcoalkilowa lub alkoksylowa, przy czym Aj i A2 sa takie same lub rózne, A\ oznacza *CnH2n- gdzrie n oznacza liczbe 2 do 12, A3 oznacza ¦CmH2m- -CHjp-R5 .OCH2-, -CH^OR^OCH,-, -CH2COCH2-, -CH2CHOHCH2-, grupe o wzorze 3, 4, 5 lub 6, gdzie R5 oznacza ewentualnie podsta¬ wiony chlorowcem rodnik alkilenowy o lancuchu prostym lub rozgalezionym, zawierajacy 2—12 ato¬ mów wegla, R6 oznacza -CH2CH2-, -CH2CH(-CH3)- lub -(CH2)4-, m oznacza liczbe 2 do 12, a p liczbe 2 do 15, X oznacza dwuwartosciowy czlon mostko¬ wy o wzorach -0(0=)C-X3-C(=0)0-, -0(0=)C-NH-X4-HN-iC(=0)Q-, lub korzystnie -NH-CO-CO-NH-, gdzie X3 oznacza grupe aryle- nowa a X4 oznacza grupe alkilenowa lub aryle- nowa, znamienny tym, ze dwuaminy o wzorze 38 ewentualnie w mieszaninie z dwaminami o wzorze 39, gdzie Rr R2, R3, R4, Av A2, A/ i X maja wy¬ zej podane znaczenie poddaje sie reakcji z dwu- halogenkami ewentualnie mieszaninami dwuhalo- genków o wzorze 40, gdzie X9 oznacza atom chlo¬ rowca a A3 ma wyzej podane znaczenie, w tempe¬ raturze od 20 do 150°C, w rozpuszczalniku, korzy¬ stnie w metanolu lub acetonie albo w wodzie lub mieszaninach wody i alkoholu. 8. Sposób wedlug zastrz. 7, znamienny tym, ze dwuaminy o wzorze 45, w którym R17 oznacza rodnik alkilowy o 1—4 atomach wegla, a mx oznacza liczbe od 2 do 6, poddaje sie reakcji z dwuhalogenkieim o wzorze 46, w którym X9 oznacza atom chlorowca, A7 oznacza -CmH2m-, grupe o wzorze 3, 23 lub 4, m oznacza liczbe od 2 do 12 a p liczbe od 1 do 12. 5 9. Sposób wedlug zastrz. 7, znamienny tym, ze stosuje sie dwuaminy o wzorze 50, w którym R7, R8, Rd i R10 sa takie same lub rózne i oznaczaja gruipe cykloalkilowa o 5 lulb 6 atomach wegla; grupe alkilowa, hydroksyalkilowa, cyjanoalkilowa, 10 alkoksyalkilowa, alkilotiioalkilowa i alkilokarbo- nyloalkilowa o 1—10 atomach wegla; grupe arylo- karbonyioalkilowa, alkilosulfonyloalkilowa i arylo- suifomyloailikilowa, w kazdypn przypadku o 1—4 atomach wegla w czesci alkilowej; grupe kwasu 15 alkanokarboksylowego o 1—4 atomach wegla w czesci alkilowej, grupe karboalkoksyalkiiowa i dwu-(karboalkoksy)-alkilowa w kazdym przy¬ padku o 1—4 atomach wegla w czesci alkoksylowej i alkilowej; grupe kairbonamidoalkilowa o 1—10 20 atoniach wegla w czesci alkilowej i ewentualnie N^podstawiona nizsza grupa alkilowa lub arylowa, albo oznaczaja rodnik fenylowy lub benzylowy, ewentualnie podstawiony grupa hydroksylowa, cyjaoowa, chlorowcem i grupa karboksylowa; grupa 25 alkilowa, hydroksyalkilowa, cyjanoalkilowa, alko¬ ksylowa i alkilotio o 1—4 atomach wegla; grupa alkoksyalkilowa, karboalkoksyalkiiowa, dwu-. - o 1—4 atomach wegla w czesci alkilowej i alkoksy- 30 lowej; grupa kwasu alkanokarboksylowego o 1—4 atomach wegla w czesci alkilowej lub grupa karbonamidoalkilowa o 1—4 atomach wegla w czesci alkilowej i ewentualnie N-podstawiona nizsza grupa alkilowa; albo 35 i R1Q) razem z atomem azotu, z którym sa zwia¬ zane, tworza ewentualnie podstawiony pierscien heterocykliczny o 5 lub 6 czlonach w pierscieniu, a X8 oznacza grupe o wzorze 28, grupe -0(0=)C-NH(CH2)m^H-C(=0)0 lub grupe 40 o wzorze 29, m oznacza liczbe 2 do 12 a A1 i A2 maja znaczenie podane w zastrz. 7. 10. Sposób wytwarzania nowych polimeryoznych czwartorzedowych soli amoniowych, zawieraja¬ cych jednostki kationowe o wzorze 1 ewentualnie 45 polaczone z jednostkami kationowymi o wzorze 2, gdzie Rv R2, R3 i R4 sa takie same lub rózne i oznaczaja ewentualnie podstawiony rodnik alki¬ lowy, korzystnie metylowy lub etylowy, cyklo- alkilowy lub alkenylowy o co najwyzej 20 atomach 50 wegla, rodnik arylowy lub aralkilowy, albo (Rv i R2) i/lub (R3 i R4) razem z atomem azotu, z któ¬ rym sa zwiazane, tworza ewentualnie podstawiony pierscien heterocykliczny o 5 lub 6 czlonach w pierscieniu, korzystnie piperydynowy, Ax i A2 55 oznaczaja -CnH2n B^te n oznacza liczbe 1 do 12, suma n w Ax i A2 wynosi co najmniej 3 a dla n równego 1 wiazanie z czlonem mostkowym X nastepuje poprzez atom inny niz atom azotu lub tlenu, albo oznaczaja rodnik fenylenowy ewentual- 60 nie podstawiony chlorowcem, grupa hydroksylowa, alkilowa, chlorowcoalkilowa lub alkoksylowa, przy czym Ax i A2 sa takie same lub rózne, A\ oznacza -CnH2n, gdzie n oznacza liczbe 2 do 12, A3 oznacza -CH20-R5-OCH2-, -CH^OR^pOCHa-, -C^H, m 2m 65 -CH2COCHa-, -CH^HOHCH^, grupe o wzorze 3,113 058 21 4, 5 lub 6, gdzie R5 oznacza ewentualnie podsta¬ wiony chlorowcem rodnik alkilenowy o lancuchu prostymi lub rozgalezionym, zawierajacy 2—12^ atomów wegla, R6 oznacza -CH2CH2-, -CH2CH(-GH3)- lub -(CH2)4-, m oznacza liczbe 2 do 12, a p liczbe 2 do 15, X oznacza dwuwartosoiowy czlon mostkowy o wzorach -0(0=)C-X3-G(=0)0-, 0(0=)C-NH-X4-HN-Cl(=0)O-, lub korzystnie -NH-CO-CO-NH-, gdzie X3 oznacza grupe aryle- nowa a X4 oznacza grupe alkilenowa lub aryleraowa, znamienny tym, ze dwuhalogemki o wzorze 41, ewentualnie w mieszaninie z dwu- halogenkami o wzorze 42, gdzie Xg oznacza atom chlorowca a Av A2, Aj' i X maja wyzej podane znaczenie, poddaje sie reakcji z dwuamiimaimi o wzorze 43, gdzie Rj, R2, R3, R4 i A3 maja wyzej podane znaczenie, w temperaturze od 20 do 150°C, w rozpuszczalniku, korzystnie w metanolu lub acetonie^albo w wodzie lub w mieszaninach wody i alkoholu. 11. Sposób wytwarzania nowych polimerycznyc-h czwartorzedowych sold amoniowych, zawierajacych jednostki kationowe o .wzorze 1 polaczone z jedno¬ stkami kationowymi o wzorze 2, gdzie Rj, R2, R3 i R4 sa takie same lub rózne i oznaczaja ewentual¬ nie podstawiony rodnik alkilowy, korzystnie me¬ tylowy lub etylowy, cykloalkilowy lub alkenylowy o co najwyzej 20 atomach wegla, rodnik arylowy lub aralkilowy, albo (Rj i R2) i/lub (R3 i R4) razem z atomem azotu, z którym sa zwiazane, tworza ewentualnie podstawiony pierscien hetero¬ cykliczny o 5 lub 6 czlonach w pierscieniu, korzy¬ stnie piperydynowy, Aj i A2 oznaczaja -CnH2n, gdzie n oznacza liczbe 1 do 12, suma n w Aj i A2 -Al-X-A2-f-A3- R* i3 RZ * Ri Wzór 1 -N-Al-lf-As- R^ l R4 'Nzór 2 22 10 15 20 25 30 wynosi co najmniej 3 a dla n równego 1 wiazanie z czlonem mostkowym X nastepuje poprzez atom inny niz atom azotu lub tlenu, albo oznaczaja rodnik fenylowy ewentualnie podstawiony chlo¬ rowcem, grupa hydroksylowa, alkilowa, chloirowco- alkilowa lub alkoksylowa, przy czym Aj i A2 sa takie same lub rózne, Aj' oznacza -CnH2n- gdzie n oznacza liczbe 2 do 12, A3 oznacza -CmH2m-, -CH20-R5-OCH2-, CH2(OR6)pOCH2-, -CH2COCH2-, -CH2CHOHCH2-, grupe o wzorze 3, 4, 5 lub 6, gdzie R5 oznacza ewentualnie podstawiony chlo¬ rowcem rodnik alkilenowy o lancuchu prostym lub rozgalezionym, zawierajacy 2—12 atomów wegla, R6 oznacza -CH2CH2-, -CH2CH<-CH3- lub -(CH2)4-, m oznacza liczbe 2 do 12, a p liczbe 2 do 15, X oznacza dwuwartosciowy czlon mostkowy o wzo¬ rach -NHCONH-, -NHCOXjCONH-, COX2CO-, korzystnie -CONH-, OCONH-, lub -COO-, gdzie Xj oznacza grupe alkilenowa, alkenylenowa, aryle- nowa, dwuaminoalkilenowa, dwuaminoarylenowa, dioksyalk.ilenowa, polioksyalkilenowa lub dioksy- arylenowa, X2 oznacza grupe dwuaminoalkEenowa, dioksyalkilenowa, polioksyalkilenowa lub ditioalki- lenowa, znamienny tym, ze dwuaminy o wzorze 38 w mieszaninie z dwuaminami o wzorze 39, gdzie Rj, R2, R3, R4, Aj, A2, Aj' i X maja wyzej po¬ dane znaczenie poddaje sie reakcji z dwuhalogen- kami ewentualnie mieszaninami dwuhalogeinków o wzorze 40, gdzie X9 oznacza atom chlorowca a A3 ma wyzej podane znaczenie, w temperaturze od 20 do 150°C, w rozpuszczalniku, korzystnie w metanolu lub acetonie albo w wodzie lub mie¬ szaninach wody i alkoholu. Wzór 13 Wzór 14 Wzór 16 Wzór 12 -CH2- PL PL PL
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH717877A CH638362GA3 (pl) | 1977-06-10 | 1977-06-10 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL207517A1 PL207517A1 (pl) | 1979-03-12 |
| PL113058B1 true PL113058B1 (pl) | 1980-11-29 |
Family
ID=4321118
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL20751778A PL207517A1 (pl) | 1977-06-10 | 1978-06-09 | Sposob otrzymywania nowych polimerycznych czwartorzedowych soli amoniowych |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4247476A (pl) |
| JP (1) | JPS544999A (pl) |
| AU (1) | AU3697778A (pl) |
| BE (1) | BE868001A (pl) |
| BR (1) | BR7803709A (pl) |
| CA (1) | CA1090363A (pl) |
| CH (1) | CH638362GA3 (pl) |
| DD (1) | DD137350A5 (pl) |
| DE (1) | DE2824743A1 (pl) |
| DK (1) | DK258378A (pl) |
| ES (1) | ES471150A1 (pl) |
| FR (1) | FR2399451A1 (pl) |
| GB (1) | GB2000164B (pl) |
| NL (1) | NL7806242A (pl) |
| PL (1) | PL207517A1 (pl) |
| SE (1) | SE7806722L (pl) |
| SU (1) | SU890980A3 (pl) |
| ZA (1) | ZA783331B (pl) |
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|---|---|---|---|---|
| US4348202A (en) * | 1978-06-15 | 1982-09-07 | L'oreal | Hair dye or bleach supports |
| DE3066786D1 (en) | 1979-02-02 | 1984-04-12 | Ciba Geigy Ag | Process for dyeing cellulose-containing fibrous materials |
| LU81694A1 (fr) * | 1979-09-17 | 1981-04-17 | Oreal | Composition contenant des derives d'ammonium bis quaternaires a deux chaines lipophiles destinee au traitement de matieres keratiniques et composes nouveaux utilises |
| DE3068220D1 (en) * | 1979-09-20 | 1984-07-19 | Ciba Geigy Ag | Quaternary ammonium salts from diepoxydes and diamines, their preparation and their use |
| FR2471776A1 (fr) * | 1979-12-21 | 1981-06-26 | Oreal | Nouveaux agents cosmetiques a base de polymeres cationiques, compositions cosmetiques les contenant, et leur application |
| FR2471996A1 (fr) * | 1979-12-21 | 1981-06-26 | Oreal | Nouveaux polymeres du type ionenes, leur preparation et leur application |
| FR2471777A1 (fr) * | 1979-12-21 | 1981-06-26 | Oreal | Nouveaux agents cosmetiques a base de polymeres polycationiques, et leur utilisation dans des compositions cosmetiques |
| FR2471997B1 (fr) * | 1979-12-21 | 1987-08-28 | Oreal | Nouveaux polymeres polycationiques, leur preparation et leur utilisation |
| FR2498196B1 (fr) * | 1979-12-21 | 1985-05-31 | Oreal | Nouveaux polymeres du type ionenes, leur preparation et leur application |
| NL187688C (nl) * | 1980-02-22 | 1991-12-16 | Sandoz Ag | In water oplosbaar produkt, werkwijze voor het bereiden van een preparaat voor het behandelen van textielmaterialen en werkwijze voor het verbeteren van de natte echtheidseigenschappen van een kleurstof. |
| DE3161582D1 (en) * | 1980-05-31 | 1984-01-12 | Allied Colloids Ltd | Dispersion of solid carbonaceous material in water |
| CH655092A5 (de) * | 1981-04-02 | 1986-03-27 | Sandoz Ag | Verfahren zur herstellung von verzweigten polykationischen verbindungen. |
| US4484927A (en) * | 1981-05-16 | 1984-11-27 | Sandoz Ltd. | Polymers useful for improving the fastness of dyes and optical brighteners on hydroxy group-containing substrates |
| CH672388B5 (pl) * | 1981-05-16 | 1990-05-31 | Sandoz Ag | |
| US4569991A (en) * | 1982-01-26 | 1986-02-11 | Mitsubishi Monsanto Chemical Company | Production of thermoplastic resin |
| US4581058A (en) * | 1982-09-02 | 1986-04-08 | Buckman Laboratories, Inc. | Polymeric quaternary ammonium compounds and their uses |
| US4506081A (en) * | 1982-09-02 | 1985-03-19 | Buckman Laboratories, Inc. | Polymeric quaternary ammonium compounds and their uses |
| DE3329445A1 (de) * | 1983-08-16 | 1985-03-07 | Bayer Ag, 5090 Leverkusen | Verfahren zum faerben von cellulosefasern |
| FR2560240B1 (fr) * | 1984-02-24 | 1987-07-10 | Sandoz Sa | Procede de post-traitement des fibres textiles |
| JPS6119632A (ja) * | 1984-07-05 | 1986-01-28 | Kyowa:Kk | 弾性を有する親水性重合体およびその製造方法 |
| US4677182A (en) * | 1985-11-25 | 1987-06-30 | Minnesota Mining And Manufacturing Co. | Ionene elastomers |
| JPS62184126A (ja) * | 1986-02-04 | 1987-08-12 | 帝人株式会社 | ビルト・インで抗菌性を付与されたポリアミドヤ−ン及びその製造法 |
| ES2021090B3 (es) * | 1986-07-31 | 1991-10-16 | Ciba-Geigy Ag | Productos de descomposicion cationica de carbamidas basicas y epihalogenhidrinas. |
| US4737156A (en) * | 1986-10-27 | 1988-04-12 | National Starch And Chemical Corporation | Fabric treatment with a composition comprising a cellulose graft copolymer |
| US4804483A (en) * | 1987-05-26 | 1989-02-14 | Gaf Corporation | Cationic soil release polymers |
| US5326841A (en) * | 1989-01-25 | 1994-07-05 | Epitope, Inc. | Germicidal barriers |
| US5283316A (en) * | 1989-04-13 | 1994-02-01 | Max-Planck-Gesellschaft Zur Fordrung Der Wissenchaften | Polymers with high refractive index and low optical dispersion |
| US5117058A (en) * | 1990-11-09 | 1992-05-26 | Baker Hughes Incorporated | Cationic amide/ester compositions as demulsifiers |
| US5830240A (en) * | 1996-10-23 | 1998-11-03 | Solutia Inc. | Fibers and textile materials having enhanced dyeability and finish compositions used thereon |
| JP3130806B2 (ja) * | 1996-10-24 | 2001-01-31 | 日華化学株式会社 | インクジェット印刷用染料定着剤及びこれを用いた記録紙 |
| AU4372099A (en) * | 1998-06-11 | 1999-12-30 | Ciba Specialty Chemicals Holding Inc. | Use of basic polycondensates as antimicrobial active substance |
| US7459167B1 (en) * | 2000-07-27 | 2008-12-02 | 3M Innovative Properties Company | Biocidal polyurethane compositions and methods of use |
| DE10139452A1 (de) * | 2001-08-10 | 2003-02-20 | Basf Ag | Quaternierte Polyamidamine, deren Herstellung, entsprechende Mittel und deren Verwendung |
| WO2003094616A1 (en) * | 2002-05-13 | 2003-11-20 | Nicca Chemical Co., Ltd. | Antibacterial |
| WO2013056843A1 (de) * | 2011-10-19 | 2013-04-25 | Relius Coatings Gmbh & Co. Kg | Verwendung von antistatika in innenbeschichtungsmitteln |
| KR20150068829A (ko) * | 2013-12-12 | 2015-06-22 | 삼성전자주식회사 | 알킬 암모늄염 화합물을 포함하는 유도 용질 |
| US10072217B2 (en) * | 2015-03-04 | 2018-09-11 | Ecolab Usa Inc. | Reverse emulsion breaker polymers |
| CA2978434C (en) * | 2015-03-06 | 2023-03-28 | Ecolab Usa Inc. | Reverse emulsion breaker polymers |
| CN110291134A (zh) * | 2017-02-16 | 2019-09-27 | 新加坡科技研究局 | 可生物降解的聚紫罗烯 |
| US10743537B2 (en) | 2017-12-12 | 2020-08-18 | International Business Machines Corporation | Monomer compositions with antimicrobial functionality |
| US10595527B2 (en) | 2017-12-12 | 2020-03-24 | International Business Machines Corporation | Antimicrobial polymers capable of supramolecular assembly |
| US10653142B2 (en) * | 2017-12-12 | 2020-05-19 | International Business Machines Corporation | Polymers with antimicrobial functionalities |
| US10836864B2 (en) | 2017-12-12 | 2020-11-17 | International Business Machines Corporation | Chemical compositions with antimicrobial functionality |
| US10687528B2 (en) | 2017-12-12 | 2020-06-23 | International Business Machines Corporation | Antimicrobial polymers with enhanced functionalities |
| US10687530B2 (en) * | 2017-12-12 | 2020-06-23 | International Business Machines Corporation | Hydrophilic polymers with antimicrobial functionalities |
| US10667514B2 (en) | 2017-12-12 | 2020-06-02 | International Business Machines Corporation | Antimicrobial ionene compositions with a variety of functional groups |
| US10953039B2 (en) * | 2018-09-27 | 2021-03-23 | International Business Machines Corporation | Utilizing polymers and antibiotics to enhance antimicrobial activity and inhibit antibiotic resistance |
| CN110627688B (zh) * | 2019-09-29 | 2021-11-30 | 安徽大学 | 一种碳酰胺基双子阳离子表面活性剂及其制备方法和应用 |
| TWI880966B (zh) | 2019-10-11 | 2025-04-21 | 美商藝康美國公司 | 醌甲基化物及銨鹽抗聚合劑組合物及方法 |
| CN116751362B (zh) * | 2023-08-21 | 2024-01-09 | 广东腐蚀科学与技术创新研究院 | 一种水溶性二胺基脲聚合物及其制备方法和应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2388614A (en) * | 1942-05-05 | 1945-11-06 | Du Pont | Disinfectant compositions |
| US2375853A (en) * | 1942-10-07 | 1945-05-15 | Du Pont | Diamine derivatives |
| US2850529A (en) * | 1955-03-28 | 1958-09-02 | Pfizer & Co C | Bis quaternary ammonia alkyl ureas |
| US2984539A (en) * | 1957-01-14 | 1961-05-16 | Ciba Ltd | Process for dyeing polyacrylonitrile material |
| US3009761A (en) * | 1957-01-19 | 1961-11-21 | Bayer Ag | Polyquaternary ammonium compounds |
| US2940851A (en) * | 1957-11-27 | 1960-06-14 | Eastman Kodak Co | Sensitization of photographic emulsions |
| US2926119A (en) * | 1958-05-02 | 1960-02-23 | Rohm & Haas | Quaternary ammonium bactericides |
| US3170901A (en) * | 1960-12-27 | 1965-02-23 | Rohm & Hans Company | Novel quaternary ammonium compounds and polymers thereof |
| JPS4930520B1 (pl) * | 1969-09-04 | 1974-08-13 | ||
| US3778476A (en) * | 1970-05-11 | 1973-12-11 | California Inst Of Techn | Polymeric organic halogen salts |
| US3715335A (en) * | 1971-03-04 | 1973-02-06 | Chevron Res | Linear polyester backbone quaternary ammonium polyelectrolytes |
| US3875111A (en) * | 1971-03-05 | 1975-04-01 | Chugai Pharmaceutical Co Ltd | Cationic polymers of tertiary, diamines, bis(chloroacetyl)glycols and tris(n,n-dimethyl amino alkyl)phenol |
| US3825511A (en) * | 1972-05-15 | 1974-07-23 | Monsanto Co | Electroconductive resins and process of preparation |
| JPS5718175B2 (pl) * | 1973-03-22 | 1982-04-15 | ||
| DK659674A (pl) * | 1974-01-25 | 1975-09-29 | Calgon Corp | |
| NL7505669A (nl) * | 1974-05-16 | 1975-11-18 | Oreal | Gequaterniseerde polymeren en werkwijze ter bereiding hiervan. |
| US4018592A (en) * | 1975-07-21 | 1977-04-19 | Buckman Laboratories, Inc. | Method of controlling the growth of algae |
| CH1669775A4 (pl) * | 1975-12-23 | 1977-06-30 |
-
1977
- 1977-06-10 CH CH717877A patent/CH638362GA3/de not_active IP Right Cessation
-
1978
- 1978-06-01 US US05/911,725 patent/US4247476A/en not_active Expired - Lifetime
- 1978-06-06 DE DE19782824743 patent/DE2824743A1/de not_active Withdrawn
- 1978-06-07 DD DD78205841A patent/DD137350A5/xx unknown
- 1978-06-07 SU SU782629400A patent/SU890980A3/ru active
- 1978-06-08 NL NL7806242A patent/NL7806242A/xx not_active Application Discontinuation
- 1978-06-08 GB GB7826563A patent/GB2000164B/en not_active Expired
- 1978-06-09 FR FR7817373A patent/FR2399451A1/fr active Granted
- 1978-06-09 BE BE188476A patent/BE868001A/xx not_active IP Right Cessation
- 1978-06-09 ES ES471150A patent/ES471150A1/es not_active Expired
- 1978-06-09 ZA ZA00783331A patent/ZA783331B/xx unknown
- 1978-06-09 CA CA305,172A patent/CA1090363A/en not_active Expired
- 1978-06-09 DK DK258378A patent/DK258378A/da not_active Application Discontinuation
- 1978-06-09 AU AU36977/78A patent/AU3697778A/en active Pending
- 1978-06-09 PL PL20751778A patent/PL207517A1/pl unknown
- 1978-06-09 BR BR787803709A patent/BR7803709A/pt unknown
- 1978-06-09 SE SE7806722A patent/SE7806722L/xx unknown
- 1978-06-10 JP JP7029078A patent/JPS544999A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| BR7803709A (pt) | 1979-02-20 |
| GB2000164A (en) | 1979-01-04 |
| BE868001A (fr) | 1978-12-11 |
| FR2399451B1 (pl) | 1982-12-10 |
| ZA783331B (en) | 1979-06-27 |
| NL7806242A (nl) | 1978-12-12 |
| ES471150A1 (es) | 1979-09-01 |
| CA1090363A (en) | 1980-11-25 |
| JPS544999A (en) | 1979-01-16 |
| DD137350A5 (de) | 1979-08-29 |
| FR2399451A1 (fr) | 1979-03-02 |
| CH638362GA3 (pl) | 1983-09-30 |
| AU3697778A (en) | 1979-12-13 |
| DE2824743A1 (de) | 1978-12-21 |
| DK258378A (da) | 1978-12-11 |
| CH638362B (pl) | |
| US4247476A (en) | 1981-01-27 |
| SU890980A3 (ru) | 1981-12-15 |
| PL207517A1 (pl) | 1979-03-12 |
| GB2000164B (en) | 1982-02-17 |
| SE7806722L (sv) | 1978-12-11 |
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