GB923532A - Phosphine oxides and methods of preparing same - Google Patents
Phosphine oxides and methods of preparing sameInfo
- Publication number
- GB923532A GB923532A GB4472160A GB4472160A GB923532A GB 923532 A GB923532 A GB 923532A GB 4472160 A GB4472160 A GB 4472160A GB 4472160 A GB4472160 A GB 4472160A GB 923532 A GB923532 A GB 923532A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphine oxides
- alkyl
- substituted
- unsubstituted
- catalyst
- 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
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 title abstract 6
- 239000003054 catalyst Substances 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 239000002585 base Substances 0.000 abstract 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 230000005855 radiation Effects 0.000 abstract 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 1
- XXJGBENTLXFVFI-UHFFFAOYSA-N 1-amino-methylene Chemical compound N[CH2] XXJGBENTLXFVFI-UHFFFAOYSA-N 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 150000004703 alkoxides Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- 150000002357 guanidines Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 abstract 1
- 239000003999 initiator Substances 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical group P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/46—Phosphinous acids [R2POH], [R2P(= O)H]: Thiophosphinous acids including[R2PSH]; [R2P(=S)H]; Aminophosphines [R2PNH2]; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
- C07F9/5304—Acyclic saturated phosphine oxides or thioxides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Secondary and tertiary phosphine oxides are prepared by intimately contacting a primary or secondary phosphine oxide with an olefinic compound in the presence of a catalyst or a radiation source which is a free radical initiator and which catalyst or radiation source is non-oxidising to the reactants under the conditions of the reaction, and when the olefinic compound has a nitrile, amide or ester group on one of the olefinic carbon atoms, the catalyst may also be a strong base. The tertiary phosphine oxides may be prepared from either primary or secondary phosphine oxides. Suitable primary phosphine oxides include those of formula RP(O)H2 where R is substituted or unsubstituted C1-8 alkyl or alkenyl, cycloalkyl, or substituted or unsubstituted aralkyl, alkaryl or aryl; suitable substituents include cyano, alkoxy, halogen, hydroxy and carbalkoxy. Suitable olefinic compounds include those of formula CH2=CHX where X is hydrogen, halogen, C1-16 alkyl, phenyl, CH2OH, CH2NH2, CN, CONH2, COOR1 or OR11, R1 and R11 being C1-6 alkyl. Suitable strong bases include alkali metal hydroxides and alkoxides, and polysubstituted guanidines. A solvent may be used. Temperatures of -10 to +150 DEG C. are mentioned. Elevated pressure may be desirable. Tertiary phosphine oxides of formula RP(O)(CH2CH2X)2 where X is CONH2 or COOR1, R1 being C1-6 alkyl and R being substituted or unsubstituted C1-18 alkyl or alkenyl, cycloalkyl or substituted or unsubstituted arakyl, alkaryl or aryl are claimed per se. Specification 912,269 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US86312559A | 1959-12-31 | 1959-12-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB923532A true GB923532A (en) | 1963-04-10 |
Family
ID=25340325
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4472160A Expired GB923532A (en) | 1959-12-31 | 1960-12-30 | Phosphine oxides and methods of preparing same |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE598731A (en) |
| GB (1) | GB923532A (en) |
| NL (1) | NL259605A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1300562B (en) * | 1964-04-13 | 1969-08-07 | Monsanto Co | Process for the preparation of tertiary phosphine sulfides |
| US3518311A (en) * | 1965-04-05 | 1970-06-30 | Monsanto Co | Tertiary phosphine sulfides and process for preparing |
| US4613699A (en) * | 1985-03-01 | 1986-09-23 | Fmc Corporation | Phosphine oxides and their use as flame retardants in styrene modified polyphenylene ether resins |
| US5298663A (en) * | 1991-02-27 | 1994-03-29 | Ciba-Geigy Corporation | Process for the preparation of protected phosphine oxides |
| EP4044312A4 (en) * | 2020-12-23 | 2022-12-28 | Ningde Amperex Technology Limited | Electrolyte, electrochemical device, and electronic device |
-
0
- NL NL259605D patent/NL259605A/xx unknown
-
1960
- 1960-12-30 GB GB4472160A patent/GB923532A/en not_active Expired
- 1960-12-30 BE BE598731A patent/BE598731A/en unknown
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1300562B (en) * | 1964-04-13 | 1969-08-07 | Monsanto Co | Process for the preparation of tertiary phosphine sulfides |
| US3518311A (en) * | 1965-04-05 | 1970-06-30 | Monsanto Co | Tertiary phosphine sulfides and process for preparing |
| US4613699A (en) * | 1985-03-01 | 1986-09-23 | Fmc Corporation | Phosphine oxides and their use as flame retardants in styrene modified polyphenylene ether resins |
| US5298663A (en) * | 1991-02-27 | 1994-03-29 | Ciba-Geigy Corporation | Process for the preparation of protected phosphine oxides |
| US5414133A (en) * | 1991-02-27 | 1995-05-09 | Ciba-Geigy Corporation | Protected phosphine oxides |
| EP4044312A4 (en) * | 2020-12-23 | 2022-12-28 | Ningde Amperex Technology Limited | Electrolyte, electrochemical device, and electronic device |
| US12334498B2 (en) | 2020-12-23 | 2025-06-17 | Ningde Amperex Technology Limited | Electrolyte, electrochemical device, and electronic device |
Also Published As
| Publication number | Publication date |
|---|---|
| BE598731A (en) | 1961-06-30 |
| NL259605A (en) |
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