Patent FR-2776293-A1 (FR)
Title: Linear and cyclic phosphonate derivatives useful as 31P NMR pH indicators
Inventor: PIETRI SYLVIA
IPC: G01N21/80
Filed: 1998-03-18
Abstract: Phosphonate derivatives ((I) and (II)), are new.- DETAILED DESCRIPTION - Phosphonate derivatives of formulae (I) and (II) are new.- R  = 1-18C alkyl or 6 - 10C aryl; - R1,R2  = deuterium, halogen, 1-18C alkyl (optionally substituted by one or more 1-6C alkoxy, 3-11C cycloalkyl, halogen, 6-10C aryl, and nitro), 6-10C aryl (optionally substituted by one or more 1-6C alkyl or alkoxy, 3-11C cycloalkyl, halogen, and nitro), 1-18C alkoxy (optionally substituted by one or more 1-6C alkoxy, 3-11C cycloalkyl, halogen, 6-10C aryl, and nitro), nitro, 3-11C cycloalkyl (optionally substituted by one or more 1-6C alkyl or alkoxy, halogen, and nitro); - R3  = H, deuterium, n-propyl, 5-18C linear alkyl (optionally substituted by one or more 1-6C alkoxy, 3-11C cycloalkyl, halogen), or 3-11C cycloalkyl (optionally substituted by one or more 1-6C alkyl or alkoxy, halogen, and nitro); - R'  = H or R; - R'1  = H or R1; - R'2 +R'3  = a bivalent radical of formula (a); - L1, L2, L3, and L4  = H, deuterium, 1-18C alkyl, or 6-10C aryl; provided that - when R'1 = H, deuterium, halogen, 1-18C alkoxy (optionally substituted), nitro, or 3-11C cycloalkyl; - L5 and L6 = H, deuterium, 1-18C alkyl, 6-10C aryl or P(O)(OR')2; - when R'1 = optionally substituted 1-18C alkyl, or 6-10C aryl; - one of L5 and L6 = H and the other is 2-18C alkyl or 6-10C aryl; and - when R'1 = methyl; L1- L5 is H, R' is ethyl, then L6 is not isopropyl.- INDEPENDENT CLAIMS are also included for the use of compounds of formula (IV) and (V) and their salts as 31P NMR pH indicators.- T1 and T2  = R or OR; - R1a and R2a  = P(O)(OR)2, deuterium, halogen, 1-18C alkyl (optionally substituted by one or more 1-6C alkoxy, 3-11C cycloalkyl, halogen, 6-10C aryl, and nitro), 6-10C aryl (optionally substituted by one or more 1-6C alkyl or alkoxy, 3-11C cycloalkyl, halogen, and nitro), 1-18C alkoxy (optionally substituted by one or more 1-6C alkoxy, 3-11C cycloalkyl, halogen, 6-10C aryl, and nitro), nitro, 3-11C cycloalkyl (optionally substituted by one or more 1-6C alkyl or alkoxy, halogen, and nitro); - R3a  = H or deuterium, 1-18C alkyl, (optionally substituted by one or more 1-6C alkoxy, 3-11C cycloalkyl, halogen, 6-10C aryl, and nitro, or by P(O)(OR)2 in the 1 position),  3-11C cycloalkyl, (optionally substituted by one or more 1-6C alkyl or alkoxy, halogen, and nitro), or 6-10C aryl (optionally substituted by one or more 1-6C alkyl or alkoxy, 3-11C cycloalkyl, halogen, and nitro); - Q, Q'  = CR4R5, or absent; - R4 and R5  = deuterium, halogen, 1-18C alkyl (optionally substituted by one or more 1-6C alkoxy, 3-11C cycloalkyl, halogen, 6-10C aryl, and nitro), 6-10C aryl (optionally substituted by one or more 1-6C alkyl or alkoxy, 3-11C cycloalkyl, halogen, and nitro), 1-18C alkoxy (optionally substituted by one or more 1-6C alkoxy, 3-11C cycloalkyl, halogen, 6-10C aryl, and nitro), nitro, 3-11C cycloalkyl (optionally substituted by one or more 1-6C alkyl or alkoxy, halogen, and nitro); - T'1 and T'2 = 1-18C alkyl , 6-10C aryl, or OR'; and - R'1a = R' or P(O)(OR)2; - with the proviso that these compounds may not have more than two groups P(O)(OR)2