CN1308372C - Non-ionic active silicon surfactant and preparing process thereof - Google Patents
Non-ionic active silicon surfactant and preparing process thereof Download PDFInfo
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- CN1308372C CN1308372C CNB031265693A CN03126569A CN1308372C CN 1308372 C CN1308372 C CN 1308372C CN B031265693 A CNB031265693 A CN B031265693A CN 03126569 A CN03126569 A CN 03126569A CN 1308372 C CN1308372 C CN 1308372C
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- 239000004094 surface-active agent Substances 0.000 title claims abstract description 24
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 229910052710 silicon Inorganic materials 0.000 title claims abstract description 18
- 239000010703 silicon Substances 0.000 title claims abstract description 18
- 238000000034 method Methods 0.000 title description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 21
- 238000002360 preparation method Methods 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 230000000694 effects Effects 0.000 claims abstract description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 17
- 239000012190 activator Substances 0.000 claims description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 8
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 8
- 150000004703 alkoxides Chemical class 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- GHVZOJONCUEWAV-UHFFFAOYSA-N [K].CCO Chemical compound [K].CCO GHVZOJONCUEWAV-UHFFFAOYSA-N 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
- 150000001340 alkali metals Chemical group 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 229910052728 basic metal Inorganic materials 0.000 claims description 2
- 150000003818 basic metals Chemical class 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 238000010534 nucleophilic substitution reaction Methods 0.000 claims description 2
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical group [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 18
- 229920001296 polysiloxane Polymers 0.000 abstract description 7
- 229920002379 silicone rubber Polymers 0.000 abstract description 4
- 239000004945 silicone rubber Substances 0.000 abstract description 4
- 239000004925 Acrylic resin Substances 0.000 abstract description 3
- 229920000178 Acrylic resin Polymers 0.000 abstract description 3
- 241000047703 Nonion Species 0.000 abstract 3
- 125000005257 alkyl acyl group Chemical group 0.000 abstract 1
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 1
- 238000006253 efflorescence Methods 0.000 abstract 1
- 206010037844 rash Diseases 0.000 abstract 1
- 229920002050 silicone resin Polymers 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 36
- 239000000047 product Substances 0.000 description 24
- 239000012528 membrane Substances 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 238000001819 mass spectrum Methods 0.000 description 10
- 238000001035 drying Methods 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 238000004821 distillation Methods 0.000 description 7
- -1 polysiloxane Polymers 0.000 description 7
- KEZMLECYELSZDC-UHFFFAOYSA-N 3-chloropropyl-diethoxy-methylsilane Chemical compound CCO[Si](C)(OCC)CCCCl KEZMLECYELSZDC-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000002585 base Substances 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 230000000630 rising effect Effects 0.000 description 6
- RNMDNPCBIKJCQP-UHFFFAOYSA-N 5-nonyl-7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-ol Chemical compound C(CCCCCCCC)C1=C2C(=C(C=C1)O)O2 RNMDNPCBIKJCQP-UHFFFAOYSA-N 0.000 description 5
- 241000276489 Merlangius merlangus Species 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- 239000012298 atmosphere Substances 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 241001411320 Eriogonum inflatum Species 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000006837 decompression Effects 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000002808 molecular sieve Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 3
- 238000010792 warming Methods 0.000 description 3
- KNTKCYKJRSMRMZ-UHFFFAOYSA-N 3-chloropropyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)CCCCl KNTKCYKJRSMRMZ-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229940023462 paste product Drugs 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229940051841 polyoxyethylene ether Drugs 0.000 description 1
- 229920000056 polyoxyethylene ether Polymers 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The present invention relates to a non-ion activity silicon surface active agent and a preparation method thereof, and the structural formula (1) or (2) of the non-ion activity silicon surface active agent is disclosed in the specification. Water-base silicone rubber, water-base silicone resin, water-base silicone acrylic resin, etc. manufactured by the non-ion activity silicon surface active agent have high solidifying speed and have no surface frosting phenomenon and no surface efflorescence phenomenon in contact with water. In the formulas (1) and (2), R1 is an alkyl group with 5 to 20 carbon atoms, an alkyl phenyl group with 5 to 20 carbon atoms or an alkyl acyl group with 5 to 20 carbon atoms, R2 and R3 are alkyl groups with 1 to 4 carbon atoms, n is from 5 to 100, and m is from 1 to 5.
Description
Technical field
The present invention relates to a kind of nonionic surface active agent, the invention still further relates to the preparation method of this nonionic surface active agent.
Background technology
The Water-based silicone rubber, water-based silicone and the water base organosilicon acrylic resin that make with traditional nonionic surface active agent, in film process, since aqueous phase remaining surfactant molecule, they can hinder latex particle and draw close mutually, thereby reduction film forming speed, make latex dry slow, initial bonding strength is low.Surfactant molecule forms one deck surfactant layer of bonding non-chemically easily to surface transport on the glued membrane surface in the glued membrane, can cause the glued membrane water absorption and swelling in case meet water or make moist, and causes " frosting ", " whiting ".Surfactant molecule also easily to the interfacial migration of glued membrane and base material, causes the cohesive force of glued membrane and base material to descend in the glued membrane behind the chance water.
Summary of the invention
The object of the present invention is to provide a kind of non-ionic active silicon surface activator, this promoting agent can be accelerated the film forming curing speed, and the water tolerance of raising glued membrane reaches the cohesive force with base material, and the surface the phenomenon that " frosting " reaches " whiting " can not take place when making moist.
Another object of the present invention is to provide the preparation method of above-mentioned non-ionic active silicon surface activator.
Non-ionic active silicon surface activator provided by the invention, its structural formula is suc as formula shown in (A):
In the formula (A), R
1Be the alkyl of 5-20 carbon atom, the alkane phenyl of a 5-20 carbon atom or the alkyloyl of 5-20 carbon atom, preferred version of the present invention is R
1Be the alkyl of 10-16 carbon atom or the alkane phenyl of 7-10 carbon atom; R
2Be the alkyl of 1-4 carbon atom, preferred version of the present invention is R
2Be methyl; R
3Be the alkyl of 1-4 carbon atom, preferred version of the present invention is R
3Be methyl or ethyl; N is the polymerization degree, is 5-100, and preferred version of the present invention is that n is 5-50; M is 1-5, and preferred version of the present invention is that m is 3.
The preparation method of above-mentioned non-ionic active silicon surface activator may further comprise the steps:
(1) structural formula is the nonionic surface active agent of (B), under the effect of alkaline matter or active metal, changes the nonionic surface active agent alkoxide of structural formula for (C) into
R
1O(CH
2CH
2O)
nH (B)
R
1O(CH
2CH
2O)
n- (C)
In formula (B) and the formula (C), R
1And definition and the aforesaid R of n
1And n is identical; Alkaline matter is alkali metal alcoholates, alkaline-earth alkoxides, alkali metal hydroxide or alkaline earth metal hydroxides, and the present invention is preferably sodium ethylate, potassium ethylate, sodium hydroxide or potassium hydroxide; The active metal is basic metal or alkaline-earth metal, and the present invention is preferably sodium Metal 99.5; Structural formula is 1 for the ratio of the nonionic surface active agent of (B) and the mol of alkaline matter or active metal: 1-1.5, preferred version of the present invention is 1: 1-1.3.
(2) structural formula is that the nonionic surface active agent alkoxide and the structural formula of (C) are the silane coupling agent generation nucleophilic substitution reaction of (D), and the generating structure formula is the nonionic active silicon surface activator of (A)
In the formula (D), X is a halogen atom, and the present invention is preferably Cl; R
2, R
3And definition and the aforesaid R of m
2, R
3And m is identical; Structural formula is that the ratio of the mol of the nonionic surface active agent alkoxide of (C) and the silane coupling agent that structural formula is (D) is 1: 1-1.5, preferred version of the present invention is 1: 1-1.3.
When making dehydrogenating agent with alkaline matter, experimental implementation is as follows:
In the 500ml four-hole boiling flask that thermometer, agitator, nitrogen access tube, still head are housed, add a certain amount of structural formula and be the nonionogenic tenside of (B) and alcohol sodium alcohol solution or potassium ethylate ethanolic soln or the potassium hydroxide solution or the sodium hydroxide solution of metering, be warming up to 120 ℃-140 ℃ under stirring, control reaction temperature is 130 ℃-135 ℃, constantly low-boiling-point substance such as ethanol or water are distilled away, reacted 15-20 hour, at N
2Slowly cool to room temperature under the protection.Remove water distilling apparatus, add the silane coupling agent of metering, clog bottleneck, be warmed up to 100 ℃-120 ℃ under stirring down then, reacted 10 hours, be cooled to room temperature with the glass bottle stopper.Adding 2-3 times of weight is the dry toluene of (B) nonionic surface active agent in structural formula, and stirring and dissolving removes by filter insolubles.Toluene and superfluous silane coupling agent are removed in decompression distillation down, and getting structural formula is the non-ionic active silicon surface activator product of (A).With infrared spectra and mass spectrum product being carried out structure identifies.
When making dehydrogenating agent with the active metal, experimental implementation is as follows:
Adding a certain amount of formula of dehydrated structure in 500ml single port flask is (B) nonionic surface active agent, the sodium Metal 99.5 of metering and 2-3 are doubly to the dry toluene of structural formula (B) nonionic surface active agent, add several zeolites or molecular sieve, set up the spherical return line that drying tube is equipped with in the upper end.Temperature rising reflux is till the no bubble in sodium Metal 99.5 surface, naturally cool to room temperature, then the aforesaid liquid mixture is filled into fast in the 500 single port flasks of the silane coupling agent that fills metering, set up the spherical return line that drying tube is equipped with in the upper end, temperature rising reflux 8-15 hour, naturally cool to room temperature, remove by filter insolubles, toluene and superfluous silane coupling agent are removed in underpressure distillation, promptly get the non-ionic active silicon surface activator product of structural formula for (A).With infrared spectra and mass spectrum product being carried out structure identifies.
Water-based silicone rubber, water-based silicone and the water base organosilicon acrylic resin etc. that use non-ionic active silicon surface activator of the present invention to make, in the film forming solidification process, this class tensio-active agent energy and hydroxy-terminated polysiloxane generation condensation reaction, so just accelerated its curing speed, and this class tensio-active agent is to be combined into one with chemical bonding form and polysiloxane, therefore can not move, the water tolerance of glued membrane reaches and the cohesive force of base material is improved, and the phenomenon of " frosting ", " whiting " also can not take place when making moist on the surface.
The present invention is further illustrated below in conjunction with embodiment.
Embodiment 1
In the 500ml four-hole boiling flask that thermometer, agitator, nitrogen access tube, still head are housed, add 150g (0.155mol) polyoxyethylene nonylphenol ether (17) (NP-17), 64.2g (0.170mol) alcohol sodium alcohol solution (18%), be warming up to 120 ℃-140 ℃ under stirring, control reaction temperature is 130 ℃-135 ℃, constantly the low-boiling-point substance ethanol distillation is gone out, reacted 16 hours, at N
2Slowly cool to room temperature under the protection.Remove water distilling apparatus, add 35.8g (0.170mol) chloropropyl methyldiethoxysilane, clog bottleneck, be warmed up to 100 ℃-120 ℃ under stirring down then, reacted 10 hours, be cooled to room temperature with the glass bottle stopper.Add the 310g dry toluene, stirring and dissolving removes by filter insolubles.Toluene and superfluous chloropropyl methyldiethoxysilane are removed in decompression distillation down, get 178g thickness yellowish brown liquid (NP-17-diethyl).Product is through infrared measurement, at 3500cm
-1Near hydroxyl peak is very faint; [M all appears in normal atmosphere electric spray ion source (ESI) the holotype mass spectrum of contrast raw material NP-17 and product in the product mass spectrum
NP-17+ Na+174]
+The peak illustrates that product is target product really.
Embodiment 2
Thermometer, agitator, nitrogen access tube are being housed, are steaming in the 500ml four-hole boiling flask of slide head, add 160g (0.165mol) polyoxyethylene nonylphenol ether (21) (NP-17), 19g (0.182mol) sodium hydroxide solution (38.4%), be warming up to 120 ℃-140 ℃ under stirring, control reaction temperature is 130 ℃-135 ℃, constantly the low-boiling-point substance ethanol distillation is gone out, reacted 18 hours, at N
2Slowly cool to room temperature under the protection.Remove water distilling apparatus, add 33.2g (0.182mol) chloropropylmethyldimethoxysilane, clog bottleneck, be warmed up to 100 ℃-120 ℃ under stirring down then, reacted 11 hours, be cooled to room temperature with the glass bottle stopper.Add the 330g dry toluene, stirring and dissolving removes by filter insolubles.Decompression is steamed down to slip and is removed toluene and superfluous chloropropylmethyldimethoxysilane, gets 184g thickness yellowish brown liquid (NP-17-diformazan).Product is through infrared measurement, at 3500cm
-1Near hydroxyl peak is very faint; [M all appears in normal atmosphere electric spray ion source (ESI) the holotype mass spectrum of contrast raw material NP-17 and product in the product mass spectrum
NP-17+ Na+146]
+The peak illustrates that product is target product really.
Embodiment 3
Get (NP-40) 70g (0.035mol) of polyoxyethylene nonylphenol ether (40), sodium Metal 99.5 0.9 (0.039mol), dry toluene 210g join in the 500ml single port flask, add several molecular sieves, set up the spherical return line that drying tube is equipped with in the upper end.Temperature rising reflux is till the no bubble in sodium Metal 99.5 surface, about 20 hours, naturally cool to room temperature, the aforesaid liquid mixture is filled into fast in the 500 single port flasks that fill 8.2g (0.039mol) chloropropyl methyldiethoxysilane then, sets up the spherical return line that drying tube is equipped with in the upper end, temperature rising reflux 10 hours, naturally cool to room temperature, remove by filter insolubles, toluene and superfluous chloropropyl methyldiethoxysilane are removed in underpressure distillation, promptly get 65g yellowish brown paste product (NP-40-diethyl).Product is through infrared measurement, at 3500cm
-1Near hydroxyl peak is very faint; [M all appears in normal atmosphere electric spray ion source (ESI) the holotype mass spectrum of contrast raw material NP-40 and product in the product mass spectrum
NP-40+ Na+174]
+The peak illustrates that product is target product really.
Embodiment 4
Get (AEO-15) 75g (0.116mol) of fatty alcohol-polyoxyethylene ether (15), sodium Metal 99.5 2.9 (0.128mol), dry toluene 210g join in the 500ml single port flask, add several molecular sieves, set up the spherical return line that drying tube is equipped with in the upper end.Temperature rising reflux is till the no bubble in sodium Metal 99.5 surface, about 18 hours, naturally cool to room temperature, then the aforesaid liquid mixture is filled into fast in the 500 single port flasks that fill 27g (0.128mol) chloropropyl methyldiethoxysilane, set up the spherical return line that drying tube is equipped with in the upper end, temperature rising reflux 10 hours, naturally cool to room temperature, remove by filter insolubles, toluene and superfluous chloropropyl methyldiethoxysilane are removed in underpressure distillation, promptly get 88.5g yellowish brown thick liquid product (AEO-15-diethyl).Product is through infrared measurement, at 3500cm
-1Near hydroxyl peak is very faint; [M all appears in normal atmosphere electric spray ion source (ESI) the holotype mass spectrum of contrast raw material A EO-15 and product in the product mass spectrum
AEO-15+ Na+174]
+The peak illustrates that product is target product really.
Embodiment 5
Get embodiment 1, embodiment 2, embodiment 3, the non-ionic active silicon surface activator that embodiment 4 makes (NP-17-diethyl, the NP-17-diformazan, the NP-40-diethyl, the AEO-15-diethyl) and raw material NP-17, each 5g of NP-40 and AEO-15, it with viscosity respectively the hydroxy-terminated polysiloxane base polymer of 8.6 ten thousand mPas, water 61g mixes, emulsification under homogenizer then, make 4 parts of solid contents and be 60.2% hydroxy-terminated polysiloxane emulsion, add the 2g tetraethoxy more respectively, 0.1g dibutyl tin dilaurate, mix, respectively getting 10.4 grams pours into respectively in 4 internal diameter 60mm disposable plastic culture dish, in temperature is 24 ℃, humidity is 70% time drying and forming-film, and the glued membrane surface drying time is measured with fingers-touch method.Behind dry 4 days of the glued membrane, be placed on humidity and be in 80% the environment, see whether the surface has " frosting ", " whiting " phenomenon.The performance of glued membrane sees Table 1.
The performance of table 1 Water-based silicone rubber
| Tensio-active agent | The glued membrane surface drying time (hour) | The surface has or not " frosting ", " whiting " phenomenon |
| NP-17-diethyl NP-17-diformazan NP-40-diethyl AEO-15-diethyl NP-17 NP-40 AEO-15 | 5 4 6 5 9 10 9 | Not having has |
Claims (10)
1, structural formula is the non-ionic active silicon surface activator of (A):
In the formula (A), R
1Be the alkyl of 5-20 carbon atom, the alkane phenyl of a 5-20 carbon atom or the alkyloyl of 5-20 carbon atom; R
2And R
3Alkyl for 1-4 carbon atom; N is 5-100; M is 1-5.
2, non-ionic active silicon surface activator according to claim 1, wherein R
1Be the alkyl of 10-16 carbon atom or the alkane phenyl of 7-10 carbon atom; R
2Be methyl; R
3Be methyl or ethyl; N is 5-50; M is 3.
3, the preparation method of the described non-ionic active silicon surface activator of claim 1 may further comprise the steps:
(1) structural formula is the nonionic surface active agent of (B), under the effect of alkaline matter or active metal, changes the nonionic surface active agent alkoxide of structural formula for (C) into
R
1O(CH
2CH
2O)
nH (B)
R
1O(CH
2CH
2O)
n - (C)
Formula (B) and (C) in, R
1Be the alkyl of 5-20 carbon atom, the alkane phenyl of a 5-20 carbon atom or the alkyloyl of 5-20 carbon atom; N is 5-100;
(2) structural formula is that the nonionic surface active agent alkoxide and the structural formula of (C) are the silane coupling agent generation nucleophilic substitution reaction of (D), and the generating structure formula is the nonionic active silicon surface activator of (A)
In the formula (D), X is a halogen atom; R
2And R
3Alkyl for 1-4 carbon atom; M is 1-5.
4, preparation method according to claim 3 is characterized in that described alkaline matter is alkali metal alcoholates, alkaline-earth alkoxides, alkali metal hydroxide or alkaline earth metal hydroxides.
5, preparation method according to claim 4 is characterized in that described alkaline matter is sodium ethylate, potassium ethylate, sodium hydroxide or potassium hydroxide.
6, preparation method according to claim 3 is characterized in that described active metal is basic metal or alkaline-earth metal.
7, preparation method according to claim 6 is characterized in that described active metal is a sodium Metal 99.5.
8, preparation method according to claim 3 is characterized in that X is Cl.
9, preparation method according to claim 3 is characterized in that structural formula is that the ratio of nonionic surface active agent and the mol of alkaline matter or active metal of (B) is 1: 1-1.5.
10, preparation method according to claim 3, it is characterized in that structural formula be the nonionic surface active agent alkoxide of (C) and structural formula for the ratio of the mol of the silane coupling agent of (D) be 1: 1-1.5.
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|---|---|---|---|
| CNB031265693A CN1308372C (en) | 2003-05-15 | 2003-05-15 | Non-ionic active silicon surfactant and preparing process thereof |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104271584A (en) * | 2012-03-01 | 2015-01-07 | 瓦克化学股份公司 | Organosilicon compounds and the use thereof for producing hydrophilic surfaces |
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|---|---|---|---|---|
| DE102005004872A1 (en) * | 2005-02-03 | 2006-08-10 | Degussa Ag | Aqueous emulsions of functional alkoxysilanes and their condensed oligomers, their preparation and use for surface treatment |
| WO2014182830A1 (en) * | 2013-05-08 | 2014-11-13 | Dow Corning Corporation | Hydrophilic organosilanes |
| WO2014182841A1 (en) * | 2013-05-08 | 2014-11-13 | Dow Corning Corporation | Hydrophilic organosilanes for treating surfaces such as fibres |
| CN104311592B (en) * | 2014-09-16 | 2017-02-15 | 齐齐哈尔大学 | Preparation method of peroxide silane coupling agent |
| CN106867023A (en) * | 2017-03-13 | 2017-06-20 | 谭国权 | Multifunctional assistant and multi-functional coupling agent |
| CN110643033A (en) * | 2019-09-20 | 2020-01-03 | 广东普赛达密封粘胶有限公司 | Preparation method of end-group chain-extended polyether derivative |
| CN110483761A (en) * | 2019-09-20 | 2019-11-22 | 广东普赛达密封粘胶有限公司 | A kind of method of two steps synthesis end silicone based polyether |
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| CN1171293A (en) * | 1995-12-22 | 1998-01-28 | 陶氏康宁公司 | Silicone polyether surfactants |
| CN1199058A (en) * | 1997-05-08 | 1998-11-18 | 气体产品与化学公司 | Silicone surfactants for rigid polyurethane foam made with third generation blowing agents |
| CN1291619A (en) * | 1999-09-01 | 2001-04-18 | 气体产品与化学公司 | Siloxane surfactant usel for preparing polyurethane flexible moulded foamed body |
| CN1294141A (en) * | 1999-10-28 | 2001-05-09 | 气体产品与化学公司 | Siloxanes surface activater for producing apertured polyurethane flexible foam |
| CN1300791A (en) * | 1999-12-23 | 2001-06-27 | 气体产品与化学公司 | Silicone surfactant for preparing soft moulded foamed polyurethane body |
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2003
- 2003-05-15 CN CNB031265693A patent/CN1308372C/en not_active Expired - Fee Related
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1171293A (en) * | 1995-12-22 | 1998-01-28 | 陶氏康宁公司 | Silicone polyether surfactants |
| CN1199058A (en) * | 1997-05-08 | 1998-11-18 | 气体产品与化学公司 | Silicone surfactants for rigid polyurethane foam made with third generation blowing agents |
| CN1291619A (en) * | 1999-09-01 | 2001-04-18 | 气体产品与化学公司 | Siloxane surfactant usel for preparing polyurethane flexible moulded foamed body |
| CN1294141A (en) * | 1999-10-28 | 2001-05-09 | 气体产品与化学公司 | Siloxanes surface activater for producing apertured polyurethane flexible foam |
| CN1300791A (en) * | 1999-12-23 | 2001-06-27 | 气体产品与化学公司 | Silicone surfactant for preparing soft moulded foamed polyurethane body |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104271584A (en) * | 2012-03-01 | 2015-01-07 | 瓦克化学股份公司 | Organosilicon compounds and the use thereof for producing hydrophilic surfaces |
Also Published As
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|---|---|
| CN1451471A (en) | 2003-10-29 |
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