3-phenyl-benzofuran-2-one derivatives containing phosphorus as stabilizers
AssigneeBASF SE
InventorsWerner Hoelzl, Roswell E King, III, Jean-Roch Pauquet
Life of this patent
Estimating the term…
Abstract
The invention relates to a composition comprising an organic material susceptible to oxidative, thermal or light-induced degradation and a compound of formula (I-P), (I-O) or (I-M). Further embodiments are a compound of formula (I-P), (I-O) or (I-M), a process for protection of the organic material by the compound, the use of the compound for stabilizing the organic material, an additive composition comprising the compound and a process for manufacturing the compound. The organic material is for example a polymer.
Claims20
A composition, comprising
- a) an organic material susceptible to oxidative, thermal or light-induced degradation, and
- b) a compound of formula I-P, I-O or I-M
- wherein
- YP, YO and YM are oxygen or a covalent bond;
- when YP, YO and YM are oxygen,
- R1P is a group represented by formula II-P, II-O or II-M
- R1O is a group represented by formula II-O or II-M,
- R1M is a group represented by the formula II-M, or
- R1P together with R2P, R1O together with R2O, and R1M together with R2M represent a group of formula III, IV or V
- R1P, R1O and R1M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl, C1-C18-alkyl, C3-C16-cycloalkyl, C7-C13-aralkyl, C2-C18-alkenyl, C2-C30-alkyl, which is interrupted by one or more oxygen atoms, or C2-C16-alkyl, which is interrupted by one sulfur atom,
- R2P is a group represented by the formula II-P, II-O or II-M,
- R2O is a group represented by the formula II-O or II-M,
- R2M is a group represented by the formula II-M, or
- R2P together with R1P, R2O together with R1O, and R2M together with R1M represent a group of the formula III, IV or V, or
- R2P, R2O and R2M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl, C1-C18-alkyl, C3-C16-cycloalkyl, C7-C13-aralkyl, C2-C18-alkenyl, C2-C30-alkyl, which is interrupted by one or more oxygen atoms, or C2-C16-alkyl, which is interrupted by one sulfur atom;
- when YP, YO and YM are a covalent bond,
- R1P is a group represented by the formula II-P, II-O or II-M,
- R1O is a group represented by the formula II-O or II-M,
- R1M is a group represented by the formula II-M, or
- R1P, R1O and R1M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl, C1-C18-alkyl, C3-C16-cycloalkyl, C7-C13-aralkyl, C2-C18-alkenyl, C2-C30-alkyl, which is interrupted by one or more oxygen atoms, or C2-C16-alkyl, which is interrupted by one sulfur atom,
- R2P, R2O and R2M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl;
- R4, R5, R6 and R7 are independently hydrogen or C1-C8-alkyl,
- RP2, RP3, RP5 and RP6 are independently hydrogen or C1-C8-alkyl,
- RO1, RO2, RO5 and RO6 are independently hydrogen or C1-C8-alkyl,
- RM1, RM3, RM5 and RM6 are independently hydrogen or C1-C8-alkyl,
- Ra1, Ra2, Ra3 and Ra4 are independently hydrogen or C1-C8-alkyl,
- Rb1, Rb2, Rb3, Rb4, Rb5 and Rb6 are independently hydrogen or C1-C8-alkyl, and
- Rc1, Rc2, Rc3 and Rc4 are independently hydrogen or C1-C8-alkyl.
A process for protecting an organic material susceptible to oxidative, thermal or light-induced degradation, the process comprising
- incorporating into or applying onto the organic material a compound of formula I-P, I-O or I-M
- wherein
- YP, YO and YM are oxygen or a covalent bond;
- when YP, YO and YM are oxygen,
- R1P is a group represented by formula II-P, II-O or II-M
- R1O is a group represented by formula II-O or II-M,
- R1M is a group represented by the formula II-M, or
- R1P together with R2P, R1O together with R2O, and Rim together with R2M represent a group of formula III, IV or V
- R1P, R1O and R1M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl, C1-C18-alkyl, C3-C16-cycloalkyl, C7-C13-aralkyl, C2-C18-alkenyl, C2-C30-alkyl, which is interrupted by one or more oxygen atoms, or C2-C16-alkyl, which is interrupted by one sulfur atom,
- R2P is a group represented by the formula II-P, II-O or II-M,
- R2O is a group represented by the formula II-O or II-M,
- R2M is a group represented by the formula II-M, or
- R2P together with R1P, R2O together with R1O, and R2M together with R1M represent a group of the formula III, IV or V, or
- R2P, R2O and R2M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl, C1-C18-alkyl, C3-C16-cycloalkyl, C7-C13-aralkyl, C2-C18-alkenyl, C2-C30-alkyl, which is interrupted by one or more oxygen atoms, or C2-C16-alkyl, which is interrupted by one sulfur atom;
- when YP, YO and YM are a covalent bond,
- R1P is a group represented by the formula II-P, II-O or II-M,
- R1O is a group represented by the formula II-O or II-M,
- R1M is a group represented by the formula II-M, or
- R1P, R1O and R1M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl, C1-C18-alkyl, C3-C16-cycloalkyl, C7-C13-aralkyl, C2-C18-alkenyl, C2-C30-alkyl, which is interrupted by one or more oxygen atoms, or C2-C16-alkyl, which is interrupted by one sulfur atom,
- R2P, R2O and R2M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl;
- R4, R5, R6 and R7 are independently hydrogen or C1-C8-alkyl,
- RP2, RP3, RP5 and RP6 are independently hydrogen or C1-C8-alkyl,
- RO1, RO2, RO5 and RO6 are independently hydrogen or C1-C8-alkyl,
- RM1, RM3, RM5 and RM6 are independently hydrogen or C1-C8-alkyl,
- Ra1, Ra2, Ra3 and Ra4 are independently hydrogen or C1-C8-alkyl,
- Rb1, Rb2, Rb3, Rb4, Rb5 and Rb6 are independently hydrogen or C1-C8-alkyl, and
- Rc1, Rc2, Rc3 and Rc4 are independently hydrogen or C1-C8-alkyl.
A compound of formula I-P, I-O or I-M
- wherein
- YP, YO and YM are oxygen or a covalent bond;
- when YP, YO and YM are oxygen,
- R1P is a group represented by formula II-P, II-O or II-M
- R1O is a group represented by the formula II-O or II-M,
- R1M is a group represented by the formula II-M,
- R1P together with R2P, R1O together with R2O, and R1M together with R2M represent a group represented by formula III, IV or V
- R1P, R1O and R1M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl, C1-C18-alkyl, C3-C16-cycloalkyl, C7-C13-aralkyl, C2-C18-alkenyl, C2-C30-alkyl, which is interrupted by one or more oxygen atoms, or C2-C16-alkyl, which is interrupted by one sulfur atom,
- R2P is a group represented by the formula II-P, II-O or II-M,
- R2O is a group represented by the formula II-O or II-M,
- R2M is a group represented by the formula II-M, or
- R2P together with R1P, R2O together with R1O and R2M together with R1M represent a group represented by the formula III, IV or V, or
- R2P, R2O and R2M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl, C1-C18-alkyl, C3-C16-cycloalkyl, C7-C13-aralkyl, C2-C18-alkenyl, C2-C30-alkyl, which is interrupted by one or more oxygen atoms, or C2-C16-alkyl, which is interrupted by one sulfur atom;
- when YP, YO and YM are a covalent bond,
- R1P is a group represented by the formula II-P, II-O or II-M,
- R1O is a group represented by the formula II-O or II-M,
- R1M is a group represented by the formula II-M, or
- R1P, R1O and R1M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl, C1-C18-alkyl, C3-C16-cycloalkyl, C7-C13-aralkyl, C2-C18-alkenyl, C2-C30-alkyl, which is interrupted by one or more oxygen atoms, or C2-C16-alkyl, which is interrupted by one sulfur atom,
- R2P, R2O and R2M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl;
- R4, R5, R6 and R7 are independently hydrogen or C1-C8-alkyl,
- RP2, RP3, RP5 and RP6 are independently hydrogen or C1-C8-alkyl,
- RO1, RO2, RO5 and RO6 are independently hydrogen or C1-C8-alkyl,
- RM1, RM3, RM5 and RM6 are independently hydrogen or C1-C8-alkyl,
- Ra1, Ra2, Ra3 and Ra4 are independently hydrogen or C1-C8-alkyl,
- Rb1, Rb2, Rb3, Rb4, Rb5 and Rb6 are independently hydrogen or C1-C8-alkyl, and
- Rc1, Rc2, Rc3 and Rc4 are independently hydrogen or C1-C8-alkyl.
An additive composition, comprising
- b) a compound of formula I-P, I-O or I-M
- wherein
- YP, YO and YM are oxygen or a covalent bond;
- when YP, YO and YM are oxygen,
- R1P is a group represented by formula II-P, II-O or II-M
- R1O is a group represented by formula II-O or II-M,
- R1M is a group represented by the formula II-M, or
- R1P together with R2P, R1O together with R2O, and R1M together with R2M represent a group of formula III, IV or V
- R1P, R1O and R1M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl, C1-C18-alkyl, C3-C16-cycloalkyl, C7-C13-aralkyl, C2-C18-alkenyl, C2-C30-alkyl, which is interrupted by one or more oxygen atoms, or C2-C16-alkyl, which is interrupted by one sulfur atom,
- R2P is a group represented by the formula II-P, II-O or II-M,
- R2O is a group represented by the formula II-O or II-M,
- R2M is a group represented by the formula II-M, or
- R2P together with R1P, R2O together with R1O, and R2M together with R1M represent a group of the formula III, IV or V, or
- R2P, R2O and R2M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl, C1-C18-alkyl, C3-C16-cycloalkyl, C7-C13-aralkyl, C2-C18-alkenyl, C2-C30-alkyl, which is interrupted by one or more oxygen atoms, or C2-C16-alkyl, which is interrupted by one sulfur atom;
- when YP, YO and YM are a covalent bond,
- R1P is a group represented by the formula II-P, II-O or II-M,
- R1O is a group represented by the formula II-O or II-M,
- R1M is a group represented by the formula II-M, or
- R1P, R1O and R1M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl, C1-C18-alkyl, C3-C16-cycloalkyl, C7-C13-aralkyl, C2-C18-alkenyl, C2-C30-alkyl, which is interrupted by one or more oxygen atoms, or C2-C16-alkyl, which is interrupted by one sulfur atom,
- R2P, R2O and R2M are C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl;
- R4, R5, R6 and R7 are independently hydrogen or C1-C8-alkyl,
- RP2, RP3, RP5 and RP6 are independently hydrogen or C1-C8-alkyl,
- RO1, RO2, RO5 and RO6 are independently hydrogen or C1-C8-alkyl,
- RM1, RM3, RM5 and RM6 are independently hydrogen or C1-C8-alkyl,
- Ra1, Ra2, Ra3 and Ra4 are independently hydrogen or C1-C8-alkyl,
- Rb1, Rb2, Rb3, Rb4, Rb5 and Rb6 are independently hydrogen or C1-C8-alkyl, and
- Rc1, Rc2, Rc3 and Rc4 are independently hydrogen or C1-C8-alkyl, and
- c) an additive, which is a phosphite or phosphonite, an acid scavenger, a phenolic antioxidant or an aminic antioxidant.
Dependencies are inferred from the claim text.