RU2211845C1 - Method for preparing polyorganosiloxane with terminal phenol groups - Google Patents
Method for preparing polyorganosiloxane with terminal phenol groupsInfo
- Publication number
- RU2211845C1 RU2211845C1 RU2001135483A RU2001135483A RU2211845C1 RU 2211845 C1 RU2211845 C1 RU 2211845C1 RU 2001135483 A RU2001135483 A RU 2001135483A RU 2001135483 A RU2001135483 A RU 2001135483A RU 2211845 C1 RU2211845 C1 RU 2211845C1
- Authority
- RU
- Russia
- Prior art keywords
- formula
- cme
- methyl
- hydrogen atom
- hydroxy
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title 1
- -1 3-(4-hydroxy-3-methoxy- phenyl)propyl groups Chemical group 0.000 claims abstract 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract 4
- 239000000203 mixture Substances 0.000 claims abstract 4
- 239000003054 catalyst Substances 0.000 claims abstract 3
- 150000001875 compounds Chemical class 0.000 claims abstract 3
- 239000004205 dimethyl polysiloxane Substances 0.000 claims 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims 2
- ARCILPLDFAHVFW-UHFFFAOYSA-N 3,4-dinitrobenzenesulfonic acid Chemical class OS(=O)(=O)C1=CC=C([N+]([O-])=O)C([N+]([O-])=O)=C1 ARCILPLDFAHVFW-UHFFFAOYSA-N 0.000 claims 1
- 150000008107 benzenesulfonic acids Chemical class 0.000 claims 1
- 125000005489 p-toluenesulfonic acid group Chemical class 0.000 claims 1
- 229910052697 platinum Inorganic materials 0.000 claims 1
- 150000003460 sulfonic acids Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 229920001400 block copolymer Polymers 0.000 abstract 1
- 150000002118 epoxides Chemical class 0.000 abstract 1
- 125000000524 functional group Chemical group 0.000 abstract 1
- 239000005011 phenolic resin Substances 0.000 abstract 1
- 229920001568 phenolic resin Polymers 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Images
Landscapes
- Silicon Polymers (AREA)
Abstract
FIELD: organic chemistry, polymers, chemical technology. SUBSTANCE: invention describes method for preparing polyorganosiloxanes with terminal 3-(4-hydroxy-3-methoxy- phenyl)propyl groups, number of silicon atoms from 2 to 600 and functional groups in siloxane chain of the general formula: 
wherein HOR1 means 
; n = 0-598; m = 0-100; R means methyl, ethyl; X means hydrogen atom, methyl, Vi, 
; f = 0.5-1; Y means hydrogen atom, Vi, -(CH2)3O(O)CMe=CH2.Methodinvolvesinteractionofshort-chainα,ω-bis-(4-hydroxy-3- -methoxyphenylpropyl)oligodimethylsiloxanes of the formula: 
wherein m = 1-6 (1) with organocyclosiloxane of the general formula [RR2SiO]q (2) (2) wherein q = 3, 4; R means methyl, ethyl; R2 means hydrogen atom, methyl, Vi or with mixture of compound of the formula (2) and oligoorganosiloxane of the general formula: HO[Me2SiO]a[RXSiO]bH (3) (3) wherein a = 5-10; b = 8-20; R means methyl ethyl; X means -(CH2)3O(O)CMe=CH2,-CH2O(O)CMe=CH2 or with mixture of organocyclosiloxane of the formula (2), oligoorganosiloxane of the formula (3) and organodisiloxane of the formula: YMe2SiOSiMe2Y (4) wherein Y means hydrogen atom, Vi, -(CH2)3O(O)CMe=CH2 using sulfuric acid or organic sulfoacids as catalyst, among them, benzenesulfoacids, p-toluenesulfoacids, 3,4-dinitrobenzenesulfoacids (0.1-1 wt. -%). Synthesized polyorgano- siloxanes are used in synthesis of polyorganosiloxane block-copolymers, silicon-organic epoxides and phenolic resins. EFFECT: improved preparing method, valuable properties of compounds.
Description
Таблицы Т% Tables T%
Claims (1)
m= 1-6
с органоциклосилоксаном общей формулы
[RR2SiO] q (2),
где q = 3, 4;
R = Ме, Et;
R2 = Н, Ме, -СН= СН2,
или со смесью соединения формулы (2) и олигоорганосилоксана общей формулы
НО[Ме2SiО] a[RXSiO] bH (3),
где а = 5-10;
b = 8-20;
R = Ме, Et;
X= -(СН2)3O(O)СМе= СН2, -СН2О(O)СМе= СН2,
или со смесью органоциклосилоксана формулы (2), олигоорганосилоксана формулы (3) и органодисилоксана формулы
YMe2SiOSiMe2Y (4),
где Y = Н, -CH= CH2, -(СН2)3O(O)СМе= СН2,
с использованием в качестве катализатора серной кислоты или органических сульфокислот, в том числе: бензолсульфокислоты, п-толуолсульфокислоты, 3,4-динитробензолсульфокислоты, в количестве 0,1-1,0 мас. %.The method of producing polyorganosiloxanes with terminal 3- (4-hydroxy-3-methoxyphenyl) propyl groups by reacting 2-methoxy-4-allylphenol with α, ω-dihydridepolydimethylsiloxanes in the presence of a platinum catalyst to produce short-chain α, ω-bis (4-hydroxy-3 -methoxyphenylpropyl) polydimethylsiloxane, characterized in that the resulting short-chain α, ω-bis (4-hydroxy-3-methoxyphenylpropyl) polydimethylsiloxane of the formula is reacted
m = 1-6
with organocyclosiloxane of the general formula
[RR 2 SiO] q (2),
where q = 3,4;
R = Me, Et;
R 2 = H, Me, -CH = CH 2 ,
or with a mixture of a compound of formula (2) and an oligoorganosiloxane of the general formula
HO [Me 2 SiO] a [RXSiO] b H (3),
where a = 5-10;
b = 8-20;
R = Me, Et;
X = - (CH 2 ) 3 O (O) CMe = CH 2 , -CH 2 O (O) CMe = CH 2 ,
or with a mixture of an organocyclosiloxane of the formula (2), an oligoorganosiloxane of the formula (3) and an organodisiloxane of the formula
YMe 2 SiOSiMe 2 Y (4),
where Y = H, -CH = CH 2 , - (CH 2 ) 3 O (O) CMe = CH 2 ,
using sulfuric acid or organic sulfonic acids as a catalyst, including: benzenesulfonic acids, p-toluenesulfonic acids, 3,4-dinitrobenzenesulfonic acids, in an amount of 0.1-1.0 wt. %
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2001135483A RU2211845C1 (en) | 2001-12-28 | 2001-12-28 | Method for preparing polyorganosiloxane with terminal phenol groups |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2001135483A RU2211845C1 (en) | 2001-12-28 | 2001-12-28 | Method for preparing polyorganosiloxane with terminal phenol groups |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2211845C1 true RU2211845C1 (en) | 2003-09-10 |
| RU2001135483A RU2001135483A (en) | 2004-02-27 |
Family
ID=29777267
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2001135483A RU2211845C1 (en) | 2001-12-28 | 2001-12-28 | Method for preparing polyorganosiloxane with terminal phenol groups |
Country Status (1)
| Country | Link |
|---|---|
| RU (1) | RU2211845C1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2397994C1 (en) * | 2009-04-10 | 2010-08-27 | Общество с ограниченной ответственностью "Пента-91" (ООО "Пента-91") | Hydroxymethylolphenyl-organosiloxanes and synthesis method thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1387338A (en) * | 1963-01-09 | 1965-01-29 | Dow Corning | Silylalkyl-phenols |
| US3419634A (en) * | 1966-01-03 | 1968-12-31 | Gen Electric | Organopolysiloxane polycarbonate block copolymers |
| US3781378A (en) * | 1971-11-24 | 1973-12-25 | Gen Electric | High temperature membrane materials |
| RU2079517C1 (en) * | 1991-09-11 | 1997-05-20 | Эникем Синтезис С.п.А. | Polymer compound, method for its production and polymer composition with polymer compound |
-
2001
- 2001-12-28 RU RU2001135483A patent/RU2211845C1/en not_active IP Right Cessation
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1387338A (en) * | 1963-01-09 | 1965-01-29 | Dow Corning | Silylalkyl-phenols |
| US3419634A (en) * | 1966-01-03 | 1968-12-31 | Gen Electric | Organopolysiloxane polycarbonate block copolymers |
| US3781378A (en) * | 1971-11-24 | 1973-12-25 | Gen Electric | High temperature membrane materials |
| RU2079517C1 (en) * | 1991-09-11 | 1997-05-20 | Эникем Синтезис С.п.А. | Polymer compound, method for its production and polymer composition with polymer compound |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2397994C1 (en) * | 2009-04-10 | 2010-08-27 | Общество с ограниченной ответственностью "Пента-91" (ООО "Пента-91") | Hydroxymethylolphenyl-organosiloxanes and synthesis method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| RU2001135483A (en) | 2004-02-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2293745C2 (en) | Method for formation of polyhedral oligomer silsesquioxanes | |
| KR100574573B1 (en) | Cabosiloxane Dendrimer | |
| CN113166474B (en) | Reactive Siloxane | |
| CN1401683A (en) | Organic polysiloxane with quaternary ammonium group and preparing process thereof | |
| US4665147A (en) | Novel methacrylated siloxanes | |
| JPH03170530A (en) | Organopolysiloxane having one branched molecular terminal and blocked by aminoalkyl group, and its preparation | |
| CN100500675C (en) | The synthetic method of polyamino cage silsesquioxane | |
| US5508369A (en) | Organopolysiloxanes having a silanol group and process of making them | |
| JP3705333B2 (en) | Method for producing organosilicon compound having silanol group | |
| JP3079939B2 (en) | Method for producing low molecular weight organosiloxane having silanol group | |
| JPH04246419A (en) | Production of organopolysiloxane | |
| RU2211845C1 (en) | Method for preparing polyorganosiloxane with terminal phenol groups | |
| US7569652B2 (en) | Synthesis and characterization of novel cyclosiloxanes and their self- and co-condensation with silanol-terminated polydimethylsiloxane | |
| KR100967574B1 (en) | Method for preparing β-ketocarbonyl functional organosilicon compound | |
| JPH10298288A (en) | Branched siloxane/silalkylene copolymer | |
| JPH02290880A (en) | Method for synthesizing acylaminoorganosilicon compound | |
| US6169156B1 (en) | Branched siloxane-silalkylene copolymer | |
| JPH0625420A (en) | Sulfonated silicone | |
| EP1029885B1 (en) | Method for preparing organosilicon compounds | |
| KR101819186B1 (en) | New fluorene compound and preparing method thereof | |
| EP0570208A2 (en) | Phenol-modified silicones | |
| JP2806216B2 (en) | Silicon compound | |
| WO2025013698A1 (en) | Organopolysiloxane having tertiary amino group in molecular chain and method for producing same | |
| JP3624261B2 (en) | Method for producing cross-linked silicone oil | |
| RU2397994C1 (en) | Hydroxymethylolphenyl-organosiloxanes and synthesis method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20111229 |
|
| NF4A | Reinstatement of patent |
Effective date: 20130610 |
|
| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20171229 |