GB1091949A - Preparation of organic polyisocyanates - Google Patents
Preparation of organic polyisocyanatesInfo
- Publication number
- GB1091949A GB1091949A GB4725565A GB4725565A GB1091949A GB 1091949 A GB1091949 A GB 1091949A GB 4725565 A GB4725565 A GB 4725565A GB 4725565 A GB4725565 A GB 4725565A GB 1091949 A GB1091949 A GB 1091949A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- radical
- phosgene
- hcl
- reacting
- 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
- 229920001228 polyisocyanate Polymers 0.000 title 1
- 239000005056 polyisocyanate Substances 0.000 title 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002828 nitro derivatives Chemical class 0.000 abstract 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- -1 amine hydrochloride Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 150000001733 carboxylic acid esters Chemical class 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 1
- 125000004957 naphthylene group Chemical group 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 abstract 1
- LZOZLBFZGFLFBV-UHFFFAOYSA-N sulfene Chemical compound C=S(=O)=O LZOZLBFZGFLFBV-UHFFFAOYSA-N 0.000 abstract 1
- 125000004001 thioalkyl group Chemical group 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/30—Only oxygen atoms
- C07D251/34—Cyanuric or isocyanuric esters
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention comprises compounds of the formula <FORM:1091949/C2/1> wherein Ar represents a phenylene, naphthylene or biphenylene radical or a radical <FORM:1091949/C2/2> where Y is a methylene, sulphone, O or S linkage and in which each Ar may be substituted by a C1- 8 alkyl group, C1- 4 alkoxy group, C1- 4 thioalkyl group, a cyano, C1- 4 carbalkoxy or chlorine or bromine groups; Z represents a straight- or branched-chain C1- 10 alkylene radical in which one or more methylene groups may be replaced by O or S or a carboxylic ester linkage; and x is 1 or 2. The compounds are made by reducing the nitro compounds of the formula <FORM:1091949/C2/3> in water or organic solvents at 20-180 DEG C. to the corresponding amines and reacting the latter with phosgene in a known manner. The nitro compounds may be reduced catalytically or using Fe/HCl, Sn/HCl, Sn/acetic acid reducing agents. Phosgenation may be effected using the cold phase-hot phase system or by reacting the amine hydrochloride with phosgene. Numerous examples are provided.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF44393A DE1222067B (en) | 1964-11-07 | 1964-11-07 | Process for the preparation of uniform organic polyisocyanates |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1091949A true GB1091949A (en) | 1967-11-22 |
Family
ID=7100019
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4725565A Expired GB1091949A (en) | 1964-11-07 | 1965-11-08 | Preparation of organic polyisocyanates |
Country Status (4)
Country | Link |
---|---|
BE (1) | BE671994A (en) |
DE (1) | DE1222067B (en) |
GB (1) | GB1091949A (en) |
NL (1) | NL146162B (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4229576A (en) | 1977-12-09 | 1980-10-21 | Ciba-Geigy Corporation | Anthranilates of oxyalkylated cyanuric acid |
US4328282A (en) | 1980-02-11 | 1982-05-04 | Basf Aktiengesellschaft | Magnetic recording media |
US5294445A (en) * | 1991-08-21 | 1994-03-15 | Bayer Aktiengesellschaft | Pesticidal shaped articles |
US8042864B2 (en) | 2007-09-26 | 2011-10-25 | Bayer Materialscience Ag | Roof module for a motor vehicle |
US10557038B2 (en) | 2004-05-24 | 2020-02-11 | Hontek Corporation | Erosion resistant coatings |
CN111574467A (en) * | 2020-06-12 | 2020-08-25 | 江苏三月科技股份有限公司 | Polyamine-based compound and preparation method and application thereof |
US12091543B2 (en) | 2019-05-24 | 2024-09-17 | Covestro Intellectual Property Gmbh & Co. Kg | Process for producing polyoxyalkylene-polyol mixtures |
US12227614B2 (en) | 2019-12-17 | 2025-02-18 | Covestro Deutschland Ag | Process for preparing polyoxyalkylene polyester polyols |
Families Citing this family (36)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3020148A1 (en) * | 1980-05-28 | 1981-12-03 | Bayer Ag, 5090 Leverkusen | CONCENTRATED MICROCAPSULE SUSPENSIONS FOR REACTION COPY PAPERS |
DE3042820A1 (en) * | 1980-11-13 | 1982-06-09 | Bayer Ag, 5090 Leverkusen | NEW, SULFURIZED ISOCYANATO-ISOCYANURATE, A METHOD FOR THE PRODUCTION AND THEIR USE AS A BUILD-UP COMPONENT IN THE PRODUCTION OF POLYURETHANE PLASTICS |
ES2655908T3 (en) | 2005-12-14 | 2018-02-22 | Hontek Corporation | Method to protect and repair a wing profile surface |
US20080159870A1 (en) | 2006-12-14 | 2008-07-03 | Hontek Corporation | Method and coating for protecting and repairing an airfoil surface using molded boots, sheet or tape |
KR101572276B1 (en) | 2007-07-23 | 2015-11-26 | 다우 글로벌 테크놀로지스 엘엘씨 | Two part polyurethane curable composition having substantially consistent g-modulus across the range of use temperatures |
EP2291425A1 (en) | 2008-05-22 | 2011-03-09 | Dow Global Technologies Inc. | Thermoset polyurethanes comprising cis, trans-1, 3- and 1, 4-cyclohexanedimethylether groups |
DE102008051882A1 (en) | 2008-10-16 | 2010-04-29 | Bayer Materialscience Ag | Process for the preparation of polyetherester polyols |
US10239985B2 (en) | 2008-12-23 | 2019-03-26 | Covestro Llc | Polymer polyols comprising a natural oil base polyol, polyurethane foams comprising these polymer polyols and processes for their preparation |
US20110135832A1 (en) | 2009-12-04 | 2011-06-09 | Basf Coatings Ag | Method and composition for refinish coatings |
WO2012054547A1 (en) | 2010-10-20 | 2012-04-26 | Basf Coatings Gmbh | Scratch-resistant refinish clearcoat |
EP2655475A1 (en) | 2010-12-20 | 2013-10-30 | Bayer Intellectual Property GmbH | Method for producing polyether ester polyols |
US20120163981A1 (en) | 2010-12-22 | 2012-06-28 | Hong Shek C | Method and coating for protecting and repairing an airfoil surface |
WO2013127850A1 (en) | 2012-02-29 | 2013-09-06 | Bayer Intellectual Property Gmbh | 2-k pultrusion formulation and process |
DE102012209598A1 (en) | 2012-06-06 | 2013-12-12 | Cht R. Beitlich Gmbh | Textile auxiliaries and thus refined textile product |
DE102012222045A1 (en) | 2012-12-03 | 2014-06-05 | Cht R. Beitlich Gmbh | Coating of luminophores |
EP3087114B1 (en) | 2013-12-23 | 2020-04-15 | Dow Global Technologies LLC | Adhesive containing high solid copolymer polyol polyurethane prepolymer |
EP2894180A1 (en) | 2014-01-08 | 2015-07-15 | Bayer MaterialScience AG | Polymer Polyols comprising a Polyether Carbonate Polyol as the Base Polyol |
DE202014101620U1 (en) | 2014-04-07 | 2014-04-29 | Franken Systems Gmbh | Container with 2-component polyurea synthetic resins |
DE102015108232A1 (en) | 2015-05-26 | 2016-12-01 | Franken Systems Gmbh | Process for the moisture-resistant primer of mineral substrates |
DE102015110841A1 (en) | 2015-07-06 | 2017-01-12 | Franken Systems Gmbh | Use of a reactive system for building waterproofing and structural waterproofing |
EP3349981B1 (en) | 2015-09-17 | 2020-08-26 | Roberto Velozzi Jerez | Load-bearing composite panels, materials, products, and processes to make and use same |
WO2018046334A1 (en) | 2016-09-08 | 2018-03-15 | Basf Coatings Gmbh | Coatings with radiation-curable hyperbranched polymers |
WO2018046335A1 (en) | 2016-09-08 | 2018-03-15 | Basf Coatings Gmbh | Radiation-curable hyperbranched polymers with dicarboxylic acid cores |
CN109790103B (en) | 2016-09-15 | 2022-02-25 | 巴斯夫涂料有限公司 | Coating with wax-modified hyperbranched and flexible hyperbranched polyols |
US20190106592A1 (en) | 2017-10-11 | 2019-04-11 | Basf Coatings Gmbh | Hyperbranched polymers for organic pigment dispersions and water-sensitive pigments |
WO2019149672A2 (en) | 2018-02-02 | 2019-08-08 | Basf Se | Simultaneous optimization of fiber sizing in-line with the pultrusion process |
JP7271573B2 (en) | 2018-04-30 | 2023-05-11 | エボニック オペレーションズ ゲーエムベーハー | Polyurea compositions derived from polyaspartates and secondary heterocyclic amine-derived aspartates |
JP2023509046A (en) | 2019-12-30 | 2023-03-06 | ビーエーエスエフ コーティングス ゲゼルシャフト ミット ベシュレンクテル ハフツング | Coating containing branched polyester polyol as plasticizer |
US20230332011A1 (en) | 2020-08-28 | 2023-10-19 | Basf Coatings Gmbh | Solvent-Borne, Two-Pack, Anticorrosion Coating Composition |
WO2022060685A1 (en) | 2020-09-15 | 2022-03-24 | Dow Global Technologies Llc | Low odor polyurethane adhesives |
WO2022090358A1 (en) | 2020-10-28 | 2022-05-05 | Basf Se | Production of a polyester polyol with low voc emission |
WO2022096390A1 (en) | 2020-11-06 | 2022-05-12 | Covestro Deutschland Ag | Method for producing a polyol mixture |
CN117795023A (en) | 2021-08-17 | 2024-03-29 | 赢创运营有限公司 | Polyurea compositions derived from polyaspartates and 2-substituted succinates |
DE102023110890A1 (en) | 2023-04-27 | 2024-10-31 | Franken Systems Gmbh | 2-component adhesion primer for combination with liquid plastics |
EP4480993A1 (en) | 2023-06-23 | 2024-12-25 | Covestro Deutschland AG | Method for producing polyoxyalkylene polyol |
WO2024260924A1 (en) | 2023-06-23 | 2024-12-26 | Covestro Deutschland Ag | Method for preparing a polyoxyalkylene polyol |
-
1964
- 1964-11-07 DE DEF44393A patent/DE1222067B/en active Pending
-
1965
- 1965-11-05 NL NL6514408A patent/NL146162B/en unknown
- 1965-11-08 GB GB4725565A patent/GB1091949A/en not_active Expired
- 1965-11-08 BE BE671994D patent/BE671994A/xx unknown
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4229576A (en) | 1977-12-09 | 1980-10-21 | Ciba-Geigy Corporation | Anthranilates of oxyalkylated cyanuric acid |
US4328282A (en) | 1980-02-11 | 1982-05-04 | Basf Aktiengesellschaft | Magnetic recording media |
US5294445A (en) * | 1991-08-21 | 1994-03-15 | Bayer Aktiengesellschaft | Pesticidal shaped articles |
US10557038B2 (en) | 2004-05-24 | 2020-02-11 | Hontek Corporation | Erosion resistant coatings |
US8042864B2 (en) | 2007-09-26 | 2011-10-25 | Bayer Materialscience Ag | Roof module for a motor vehicle |
US12091543B2 (en) | 2019-05-24 | 2024-09-17 | Covestro Intellectual Property Gmbh & Co. Kg | Process for producing polyoxyalkylene-polyol mixtures |
US12227614B2 (en) | 2019-12-17 | 2025-02-18 | Covestro Deutschland Ag | Process for preparing polyoxyalkylene polyester polyols |
CN111574467A (en) * | 2020-06-12 | 2020-08-25 | 江苏三月科技股份有限公司 | Polyamine-based compound and preparation method and application thereof |
CN111574467B (en) * | 2020-06-12 | 2021-11-30 | 江苏三月科技股份有限公司 | Polyamine-based compound and preparation method and application thereof |
Also Published As
Publication number | Publication date |
---|---|
NL146162B (en) | 1975-06-16 |
NL6514408A (en) | 1966-05-09 |
DE1222067B (en) | 1966-08-04 |
BE671994A (en) | 1966-03-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB1091949A (en) | Preparation of organic polyisocyanates | |
GB869111A (en) | Stabilising ethylene oxide polymers | |
GB1369917A (en) | Production of 2,1,3-benzothiadiazin-4-one-2,2-dioxides | |
JPS55124742A (en) | Novel aminoalcohol derivative | |
GB943729A (en) | Improvements in or relating to the preparation of arylchloroformates by phosgenation | |
GB941049A (en) | Para-acid amido or imido phenylmethyl carbamates and parasiticides containing them | |
IE33644L (en) | Imidazoles | |
GB1093228A (en) | Substituted pyridyl ureas and processes for their preparation | |
GB1109694A (en) | New heterocyclic carbamic acid esters, their preparation and use | |
US3896155A (en) | Oxime ethers | |
GB1332005A (en) | Perfluoroalkyl-sulphonylaryl esters | |
SE7906509L (en) | NEW DERIVATIVES OF 6-METOXI-2-ACETYL Naphthalene oxime | |
JPS5576852A (en) | Novel derivative of anthranilic acid | |
SE7901262L (en) | 3,7-DISUBSTITUTED 3-CEFEM-4-CARBOXYLIC ACID COMPOUNDS AND PROCEDURES FOR THEIR PREPARATION | |
US3696122A (en) | Thiophene derivatives | |
SU527127A3 (en) | Herbicide | |
US3112309A (en) | Acids | |
GB1115350A (en) | Thiaimidazolidines | |
DK517882A (en) | PROCEDURE FOR PREPARING N-SUBSTITUTED N-ISOCYANATOCARBONYL CARBAMATES | |
ES430132A1 (en) | 3,4-Dihydro-1,2,4-triazine compounds | |
FR2231656A1 (en) | Substd phenoxy acetates - as water sol herbicides | |
Kato et al. | Preparation of Meso-ionic Ψ-Pyrido [2, 1-b]-3, 4-dihydro-4-keto-(and imino)-thiazole by a New Mode of Formation | |
GB1087122A (en) | 8-quinolyl-carbamic acid esters | |
IE35564B1 (en) | Herbicidally active thiadiazolylureas and their manufacture and use | |
JPS56161362A (en) | Anthranilic acid derivative |