公开(公告)号：NO780456L

公开(公告)日：1978-08-15

申请号：NO780456

申请日：1978-02-10

Applicant: BASF AG

Inventor： DEMMLER KURT ,  SCHLAPKOHL HEINZ

IPC: C08G63/54 ,  C08K5/01 ,  C08L

公开(公告)号：NO780456A

公开(公告)日：1978-08-15

申请号：NO780456

申请日：1978-02-10

Applicant: BASF AG

Inventor： DEMMLER KURT ,  SCHLAPKOHL HEINZ

IPC: C08G63/54 ,  C08K5/01 ,  C08L

CPC classification number: C08G63/54 ,  C08K5/01 ,  C08L67/06

公开(公告)号：CA980486A

公开(公告)日：1975-12-23

申请号：CA143051

申请日：1972-05-25

Applicant: BASF AG

Inventor： DEMMLER KURT ,  VELIC MILAN ,  ZOLLER KARL

IPC: C08K5/32

Abstract: 1382156 Polyester resins containing inhibitors BADISCHE ANILIN- & SODA-FABRIK AG 26 May 1972 [28 May 1971] 24885/72 Heading C3P An unsaturated polyester resin contains a mixture of (a) at least one unsaturated polyester (b) at least one copolymerizable olefinically unsaturated monomeric compound, and (c) a salt of an N-substituted N-nitrosohydroxylamine of the general formula in which R denotes an aliphatic, cycloaliphatic or araliphatic radical of up to 18 carbon atoms and X denotes a metal, an ammonium radical or an organo substituted ammonium radical, as polymerization inhibitor. In the examples, polyester resins are prepared containing polyesters prepared from maleic anhydride, phthalic anhydride and propylene glycol-1,2, styrene, hydroquinone, the aluminium, calcium, potassium and cobalt-salts of N-nitroso-N-cyclohexylhydroxylamine, phosphorous acid and paraffin and films are cured from using cyclohexanone peroxide in a plasticizer, cobalt naphthenate, benzoyl peroxide in dibutyl phthalate and dimethyl aniline.

公开(公告)号：GB984730A

公开(公告)日：1965-03-03

申请号：GB3747163

申请日：1963-09-24

Applicant: BASF AG

Inventor： DEMMLER KURT ,  REPPE HANS-GERHARD ,  HEEL HELMUT ,  WILLERSINN HERBERT

IPC: C08K5/13

Abstract: Polyester resins containing one or more ethylenically unsaturated polymerizable polyesters, one or more monomeric ethylenically unsaturated polymerizable compounds, and one or more amines as polymerization accelerators contain one or more derivatives of hydroquinone as polymerization inhibitors, at least one of the hydroquinone derivatives having the formula where R1 is a hydrocarbon radical having 4 to 10 carbon atoms, R1 and R2 each denote hydrogen or an alkyl group having 1 to 4 carbon atoms. Hydroquinone derivatives of the above formula mentioned are (a) compounds containing the skeleton of a 1,4-dihydroxy-5,8-dihydronaphthalene, which may be obtained by the intramolecular re-arrangement in acid medium from Diels-Alder adducts of 1 mol. of r -benzoquinone or (C1 to C4 alkyl)-r -benzoquinone and 1 mol. of a diene having a conjugated double bond, e.g. 1,4-dihydroxy-5,8-dihydronaphthalene; 1,4 - dihydroxy - 5,8-endomethylene - 5,8 - dihydronaphthalene; 1,4 - dihydroxy - 5 - methyl - 5,8 - endomethylene -5,8 - dihydronaphthalene and 1,4 - dihydroxy - 5,8 - endoethylene - 5,8 - dihydronaphthalene; (b) compounds which contain the skeleton of a 1,4-dihydroxy-9,10 dihydrophenanthrene, which may be obtained by intramolecular re-arrangement in acid medium from Diels-Alder adducts of 1 mol. of r -benzoquinone or (C1 to C4 alkyl)-r -benzoquinone and 1 mol. of styrene, e.g. 1,4-dihydroxy-9,10-dihydrophenanthrene; 2 - methyl - 1,4 - dihydroxy - 9,10 - dihydrophenanthrene and and 3-methyl - 1,4 - dihydroxy - 9,10 - dihydrophenanthrene; (c) compounds which contain the skeleton of a 1,4-dihydroxynaphthalene, e.g. 1,4-dihydroxynaphthalene itself and 1,4-dihydroxynaphthalenes in which one or two hydrogen atoms not belong to the hydroxyl groups are replaced by C1 to C4 alkyl groups.

公开(公告)号：GB952302A

公开(公告)日：1964-03-11

申请号：GB4620562

申请日：1962-12-07

Applicant: BASF AG

Inventor： DEMMLER KURT ,  SELDEN PETER HANS

IPC: C08F283/01

Abstract: Unsaturated polyester resins are cured using organic peroxides as polymerization initiators and tertiary aromatic amines containing one or more b -a -epoxypropyl groups as polymerization activators. Activators specified are N, N-dimethyl-p-(5-a -epoxypropylaniline; N-butyl-N-ethyl-M-aminobenzoic acid-b -a -epoxypropyl ester; N-methyl-N-(b -hydroxy)-p-aminobenzoic acid-b -a -epoxypropyl ester and the b -a -epoxypropyl ether of this compound; N, N-diethyl-m-aminophenyl-b -a -epoxypropyl ether; N-methyl-N-(b -a -epoxy-propyl)-aniline; N-methyl-N-(b -a -epoxypropyl)-p-toluidine; N, N-di-(b -a -epoxypropyl)-aniline; N-butyl-N-(b -a -epoxypropyl)-aniline; N-(b -hydroxyethyl)-N-(b -a -epoxypropyl)-aniline and the b -a -epoxypropyl ether of this compound; N, N-di-(b -a -epoxypropyl)-p-toluidine and bis [N-methyl-N- (b -a -epoxypropyl)-p-aminophenyl] methane. Mixtures of the above amines may be used; if desired together with other amines. The amount of amine is generally 0.01 to 5% by weight (based on the total amount of resin). The usual inhibitors may be present and the preferred organic peroxides are diacyl ones. In the example the polyester is prepared from maleic and phthalic anhydrides and propylene glycol and it is mixed with styrene and hydroquinone and then cured with dibenzoyl peroxide and a tertiary amine. The cured polymers may be used, with or without the use of fillers &c., to prepare castings, floor coverings, seating layers on metals, concrete and stone, laminates reinforced by glass fibres, hulls, parts of aircraft and vehicle bodies and storage tanks.

公开(公告)号：GB909367A

公开(公告)日：1962-10-31

申请号：GB304361

申请日：1961-01-26

Applicant: BASF AG

Inventor： DEMMLER KURT ,  DISTLER HARRY ,  MILLER FRANZ-FREIDRICH ,  WUERTELE LOTHAR

IPC: C08G65/34

Abstract: It is stated that the reaction products of compounds containing 2 or more active hydrogen atoms with vinyl sulphonic esters of polyhydroxy compounds may be used in varnishes or lacquers. In examples 12, 14, 18, 19, and 23-26, metal sheets are coated with solutions of such reaction products, in example 12, with the addition of an epoxy resin, dried at room temperature for 18 hours, 3 days, 1 day, 16 hours, 3 days, 1 day, 1 day and 3 days respectively and cured for 1 hour at 70 DEG C. in Example 12 and at 100 DEG C. in other cases.ALSO:The esters are prepared by reacting at between -50 DEG and +200 DEG C., a vinyl sulphonic acid ester of an organic polyol with an organic compound which contains at least two hydrogen atoms in the molecule, other than as water or alcohol of crystallization or as acidic groups, capable of reacting with the vinyl esters to form polysulphonates, e.g. alkenols, phenols, amines, alkanolamines, amides, imines, bislactams, ureas, thioureas, guanidines, hydrazides, sulphonamides or mercaptans; many compounds are listed. The vinyl sulphonic acid esters may be prepared from aromatic, aliphatic acyclic, or heterocyclic polyols, from hydroxyaryl alkanes, bis(hydroxyaryl) sulphones, bis-(hydroxybenzyl) benzenes, novolacs, and phenol-acrolein condensates. Many specific compounds are listed. In some cases, particularly when polyols or polythiols are used, 0,1 to 10% mol. based on the polyol or polythiol, of a basic-reacting substance may be added as catalyst, e.g. oxides, hydroxides, carbonates, borates and phosphates of alkali and alkaline earth metals; tertiary amines; quaternary ammonium salts which dissociate in hot water; alcoholates and phenolates. When phenols or alkanols are the reactants, the preferred catalyst is the phenolate or alcoholate derived therefrom, which may be prepared in situ, e.g. by addition of KOH or NaOH. Alcoholates of monohydric alcohols also act as chain-stoppers when bifunctional reactants are used, particularly when the active hydrogen atoms are attached to nitrogen atoms. The process may be carried out in solution, in aqueous emulsion, or in suspension, or without the presence of diluents. Suitable solvents are: H2O, butanol, benzene, toluene, methylene chloride, ethylene chloride, chloroform, carbon tetrachloride, or mixtures thereof. Alcohols are not suitable when polyols are being used as reactants. The reaction may be carried out in the presence of compounds which tend to form resins under the same conditions, e.g. epoxides (Example 4) and isocyanates. Polysulphonic esters prepared from nitrogenous compounds and containing excess NH groups may be used to cure epoxy resins (Examples 12, 13). Resins having excess vinyl groups may be cured by resins having excess active hydrogen and vice versa.ALSO:It is stated that the reaction products of vinyl sulphonic esters of polyhydroxy compounds with compounds containing 2 or more active hydrogen atoms may be used to make "expanded porous articles." Example 21 discloses the reaction of 20 parts finely divided carbonate prepared from bis-(4-amino-cyclohexyl)-methane, and 48 parts of resorcinol di-(vinyl sulphonic ester) on heating at 130 DEG C. for 1 hour to give a large-pored, brittle foam.

公开(公告)号：BE599595A

公开(公告)日：1961-07-27

申请号：BE599595

申请日：1961-01-27

Applicant: BASF AG

Inventor： DEMMLER KURT ,  DISTLER HARRY ,  MILLER FRANZ-FRIEDRICH ,  WUERTELE LOTHAR

IPC: C08G65/34 ,  C08G

公开(公告)号：GB860285A

公开(公告)日：1961-02-01

申请号：GB1219158

申请日：1958-04-17

Applicant: BASF AG

Inventor： DEMMLER KURT ,  GOELZ HORST ,  MEYER FERDINAND ,  OETTEL HEINZ ,  WILHELM GERTRUD

Abstract: The invention comprises ethylene imine compounds of the formula wherein X represents oxygen, sulphur or the group -NR-, R being hydrogen or an aliphatic, cycloaliphatic or aromatic hydrocarbon radical, R1 is a radical having an unsaturated chain of 3-5 carbon atoms, the unsaturated linkage being between carbon atoms 2 and 3, 3 and 4 or 4 and 5 (counting from X), and each of R2 and R3 is hydrogen or an aliphatic hydrocarbon radical or R2 and R3 together form an alkylene radical, and the preparation of these compounds by reacting a compound of the formula R1.XH with epichlorhydrin to give the corresponding substituted epoxide (or a halohydrin which is converted to the epoxide), which is treated with an ethylene imine, optionally bearing substituents R2 and R3. The reactant R.XH may be an alcohol such as allyl alcohol or a butanol or a corresponding mercaptan or an amine such as propenylamine, N-methyl propenylamine, N-phenyl butenylamine or N-cyclohexyl pentenylamine. 2 : 3-Epoxypropyl alkenyl ethers and the corresponding thioethers and amines such as 1-alkylthio-, 1-N-methyl-allylamino- and 1-a -methyallyl-oxy-2 : 3-epoxypropane are obtained as intermediates in the above process.

公开(公告)号：GB801728A

公开(公告)日：1958-09-17

申请号：GB1192856

申请日：1956-04-19

Applicant: BASF AG

Inventor： MEYER FERDINAND ,  DEMMLER KURT

IPC: C07D303/24

Abstract: Polyglycidyl ethers are prepared by dehydrohalogenating polyhalogen hydrin ethers of polyhydric aliphatic saturated alcohols and of polymethylol compounds of melamine at a temperature from -20 DEG to 30 DEG C. with an amount of a 25 to 60 per cent by weight aqueous solution of a strong inorganic base at least equivalent to that required for binding the hydrogen halide split off, in the presence of an aliphatic saturated monohydric alcohol which is insoluble or soluble in water up to an amount of 10 per cent by weight at the working temperature and which dissolves the epoxy compound formed and the halogenhydrin ether. The monohydric alcohol may be n-butanol, n-sec.- or tert.-amyl alcohol or ethyl hexanol, suitably used in an amount of 33-66 per cent based on the ether, and if desired in admixture with one another or with other inert water-insoluble organic solvents such as aromatic hydrocarbons. Suitable polyhalogen hydrin ethers are those derived from glycerol, butane triol, pentaerythritol, dipentaerythritol, trimethylol propane, sorbitol, hexane-triol and tri- or hexa-methylol melamine, which ethers may be obtained by reacting the polyhydric alcohol with appropriate amounts of epichlorhydrin or dichlorhydrin and the corresponding bromo compounds in the presence of a catalyst, e.g. BF3; preferably there are introduced more than 2 halogen-hydrin groups. In examples: (1) excess of 45 per cent aqueous NaOH is slowly added at -5 DEG to 0 DEG C. with stirring to a butanol solution of a chlorhydrin obtained from a 1 : 3 molar mixture of glycerol and epichlorhydrin; water and toluene are then added and the non-aqueous phase is worked up to recover a diglycidyl ether still containing chlorine and having a M.W. of 283; (2) a chlorhydrin ether obtained from a 1 : 3 molar mixture of 1 : 2 : 4-butane-triol and epichlorhydrin is similarly treated in butanol-toluene solution and yields a diglycidyl ether containing chlorine and of M.W. 350; (3) a mixture of polychlorhydrins prepared from epichlorhydrin, glycerol and pentaerythritol is similarly treated in amyl alcohol to yield a polyglycidyl ether of epoxy value 0.63. Specification 679,536 is referred to.