http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-3670025-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_14effe3850d2129f863b969dac4f1db8 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/G02B5-223 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/G02B5-22 |
filingDate | 1968-12-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
grantDate | 1972-06-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_9d940bc2e27792d3099b66d4dd04ed3b http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_c67ed96c498e80550ccc9cdff8a2f82e |
publicationDate | 1972-06-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | US-3670025-A |
titleOfInvention | N,n,n{40 ,n{40 -tetrakis-(p-di acyclic hydrocarbyl-amino-phenyl)-p-arylenediamine |
abstract | Diaryl-(N,N-diarylaminoaryl)aminium salts represented by the formula: WHEREIN A, B, D, E and F represent bivalent benzene or bivalent naphthalene radicals; n is 1 or 2; R, R1, R2 and R3 represent hydrogen, alkyl, alkoxy, alkenyl, aralkyl, aryl, alkaryl, acyl or RADICALS, SAID R4 and R5 in turn representing hydrogen, alkyl, alkenyl, aralkyl, aryl, alkaryl or acyl radicals; said A, B, D, E and F and R through R5 which are other than hydrogen being either unsubstituted or substituted with inert groups such as lower alkyl, lower alkoxy, hydroxy, cyano, carboxy, sulfo, halogen and the like; and X represents an anion; are useful as infrared absorbers. Illustrative species of the aminium salts are (1) bis(p-diethylaminophenyl)(N,N-bis(p-diethylaminophenyl)-paminophenyl)aminium hexafluoroarsenate, (2) bis(pethylaminophenyl)(N,N-bis(p-ethylaminophenyl)-p-aminophenyl)aminium hexafluoroarsenate, (3) bis(pdiethylaminophenyl)(N,N-bis(p-diethylaminophenyl) -4''aminobiphenylyl)aminium hexafluoroarsenate and (4) bis(4-(bis(2hydroxyethyl)amino)phenyl)-(N,N-bis(4 -(bis(2hydroxyethyl)amino)phenyl)-4-aminophenyl)aminium hexafluoroantimonate. The salts are made by reacting the appropriate N,N,N'',N''-tetrakis(p-dialkylaminophenyl)-pphenylenediamine with an appropriate silver salt. For example, salt (1) above is made by reacting N,N,N'',N''-tetrakis(pdiethylaminophenyl)-p-phenylenediamine with silver hexafluoroarsenate in a solvent, such as dimethylformamide or acetone, and cooling the reaction mixture to precipitate the product salt. The intermediate N,N,N'',N''-tetrakis(pdialkylaminophenyl)-p-phenylenediamine compounds are formed, for example, by reacting p-nitrohalobenzene with p-phenylenediamine to form N,N,N'',N''-tetrakis(p-nitrophenyl)-p-phenylenediamine, followed by reduction of the nitro groups to amino groups by hydrogenation in the presence of a catalyst, such as palladium on charcoal, and alkylation of the amino groups with an alkylating agent, such as an alkyl halide. The aminium salts, which absorb broadly in the near-infrared region, may be incorporated into various materials to increase the infrared absorption thereof. A preferred use is the incorporation of the salts into plastics from which optical lenses for sunglasses, welders'' goggles and the like are made, such lenses affording protection to the eye against infrared radiation. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7041994-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2003080303-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2009236571-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-1377447-A4 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-6500816-B1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5245030-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5108873-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7524619-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2006073407-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-1377447-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8227637-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0305054-B1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0989419-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5686639-A |
priorityDate | 1967-01-05-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
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Total number of triples: 188.