CN108203444A - A kind of synthesis preparation method of urea propyl-triethoxysilicane-methanol solution - Google Patents
A kind of synthesis preparation method of urea propyl-triethoxysilicane-methanol solution Download PDFInfo
- Publication number
- CN108203444A CN108203444A CN201611188350.0A CN201611188350A CN108203444A CN 108203444 A CN108203444 A CN 108203444A CN 201611188350 A CN201611188350 A CN 201611188350A CN 108203444 A CN108203444 A CN 108203444A
- Authority
- CN
- China
- Prior art keywords
- urea
- triethoxysilicane
- reaction
- urea propyl
- propyl
- 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.)
- Pending
Links
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 title claims abstract description 58
- 239000004202 carbamide Substances 0.000 title claims abstract description 53
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title claims abstract description 52
- 230000015572 biosynthetic process Effects 0.000 title claims abstract description 14
- 238000003786 synthesis reaction Methods 0.000 title claims abstract description 14
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 35
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims abstract description 11
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims abstract description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 8
- 235000019270 ammonium chloride Nutrition 0.000 claims abstract description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 20
- 239000002994 raw material Substances 0.000 claims description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- 238000003756 stirring Methods 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 239000007789 gas Substances 0.000 claims description 7
- 230000001681 protective effect Effects 0.000 claims description 6
- 230000018044 dehydration Effects 0.000 claims description 4
- 238000006297 dehydration reaction Methods 0.000 claims description 4
- 239000003337 fertilizer Substances 0.000 claims description 3
- 238000010533 azeotropic distillation Methods 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 claims description 2
- WTHDKMILWLGDKL-UHFFFAOYSA-N urea;hydrate Chemical compound O.NC(N)=O WTHDKMILWLGDKL-UHFFFAOYSA-N 0.000 claims description 2
- XQGWAPPLBJZCEV-UHFFFAOYSA-N triethoxy(propyl)silane;urea Chemical compound NC(N)=O.CCC[Si](OCC)(OCC)OCC XQGWAPPLBJZCEV-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 13
- 239000000047 product Substances 0.000 abstract description 13
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract description 10
- 229910021529 ammonia Inorganic materials 0.000 abstract description 5
- 239000006227 byproduct Substances 0.000 abstract description 5
- 239000000126 substance Substances 0.000 abstract description 4
- 230000007613 environmental effect Effects 0.000 abstract description 2
- 235000019441 ethanol Nutrition 0.000 description 14
- 239000000243 solution Substances 0.000 description 13
- 238000005516 engineering process Methods 0.000 description 6
- 238000005070 sampling Methods 0.000 description 6
- 150000003673 urethanes Chemical class 0.000 description 5
- 238000002479 acid--base titration Methods 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- -1 aminopropyl Chemical group 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 125000005909 ethyl alcohol group Chemical group 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 239000006087 Silane Coupling Agent Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 150000001282 organosilanes Chemical class 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- OACPJIGCXFFIOJ-UHFFFAOYSA-N 3-silyloxypropan-1-amine Chemical compound NCCCO[SiH3] OACPJIGCXFFIOJ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 231100000357 carcinogen Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- CWAFVXWRGIEBPL-UHFFFAOYSA-N ethoxysilane Chemical compound CCO[SiH3] CWAFVXWRGIEBPL-UHFFFAOYSA-N 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 235000021393 food security Nutrition 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 239000011490 mineral wool Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01C—AMMONIA; CYANOGEN; COMPOUNDS THEREOF
- C01C1/00—Ammonia; Compounds thereof
- C01C1/16—Halides of ammonium
- C01C1/164—Ammonium chloride
-
- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05C—NITROGENOUS FERTILISERS
- C05C3/00—Fertilisers containing other salts of ammonia or ammonia itself, e.g. gas liquor
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/1892—Preparation; Treatments not provided for in C07F7/20 by reactions not provided for in C07F7/1876 - C07F7/1888
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention relates to a kind of synthesis preparations of urea propyl-triethoxysilicane methanol solution, belong to organic chemical industry field.The present invention is using urea and aminopropyl triethoxysilane by generation urea propyl-triethoxysilicane and by-product ammonia under certain reaction condition；The by-product ammonia dilute hydrochloric acid generated in reaction process is absorbed into aqueous ammonium chloride solution；Should after the completion of urea propyl-triethoxysilicane be configured to the solution containing methanol 0% 80%.The invention simple production process, not only production cost is low, and product yield is high, and pollution-free, environmental protection.The present invention relates to a kind of synthesis preparations of urea propyl-triethoxysilicane methanol solution, belong to organic chemical industry field.The present invention is using urea and aminopropyl triethoxysilane by generation urea propyl-triethoxysilicane and by-product ammonia under certain reaction condition；The by-product ammonia dilute hydrochloric acid generated in reaction process is absorbed into aqueous ammonium chloride solution；Urea propyl-triethoxysilicane after the completion of reaction is configured to the solution containing methanol 0% 80%.The invention simple production process, not only production cost is low, and product yield is high, and pollution-free, more environmentally friendly.
Description
Technical field
The present invention relates to a kind of synthesis preparations of urea propyl-triethoxysilicane-methanol solution, belong to organic chemical industry field.
Background technology
As a kind of special organo silane coupling agent, it is mainly used for polyvinyl chloride, gathers urea propyl-triethoxysilicane
The adhesion promoters of styrene, polyamide；For epoxy resin, phenolic resin, melamine resin adhesive；It is used
In glass fibre as size and surface conditioning agent, it is also used for the binding agent of mineral wool；It is exclusively used in foundry resin, is casting
With sand mold and the binding agent of wear-resisting abrasive wheel.Urea propyl-triethoxysilicane is nineteen sixty-eight earliest in United States Patent (USP) US3671562
In put forward, but limited by economic and technique level at that time, the application of urea propyl-triethoxysilicane is also by very big limit
System.With the development of industry, the appearance successively of various new materials, organo silane coupling agent are widely applied, urea propyl three
Industrialized production has also been done step-by-step in Ethoxysilane.
It is first to use three ethoxy of urethanes and aminopropyl to produce and prepare at present urea propyl-triethoxysilicane method
Base silane generates urea propyl-triethoxysilicane and ethyl alcohol in solvent and organotin catalyzed lower reaction, then distills out reaction life
Into second alcohol and solvent, obtain urea propyl-triethoxysilicane sterling, the methanol solution of different content finally converted into methanol.Day
This patent Unexamined Patent 8-333375-1996 has similar report.
It is very inconvenient when in use because product urea propyl-triethoxysilicane is solid at normal temperatures, so most producer
It sells and uses after urea propyl-triethoxysilicane directly is converted into methanol solution, such as Degussa Dynasylan 2201 and Mai Tu
A-1160 etc..The synthesis technology is simple, and reaction condition is mild, and product quality and yield are all very high, have industrially used very
Long a period of time.But as environmental protection, food security, health etc. are increasingly closed in the developed countries such as USA and EU
Note, successively discloses some high attention rate substances that may be had an impact to environment or health etc., wherein there is production urea third
The raw material urethanes of ethyl triethoxy silicane alkane so that the production technology cannot increasingly meet environment and the need in market
It asks, there are following some deficiencies in the synthetic method：
1. there is micro carbamic acid in the urea propyl-triethoxysilicane product produced after testing using this production technology
The residual of ethyl ester, micro urethanes may influence health；
2. the catalyst organotin residual added in when producing urea propyl-triethoxysilicane is in the product, client is using
When can influence performance, lead to the variation of the physicochemical properties such as xanthochromia rate, conductivity；
3. the solvent used during the technique productions urea propyl-triethoxysilicane is benzene mostly, first benezene material, such object
Matter is strong carcinogen, is had a great impact to health；
4. raw material urethanes price is high, dosage is big, makes production cost height.
Invention content
The present invention is for the above-mentioned production technology problem, and providing one kind has product yield high, and environmental pollution is small, raw
It produces the advantages that at low cost, and is suitble to the synthesis preparation method of urea propyl-triethoxysilicane-methanol solution of industrialized production.
A kind of synthesis preparation method of urea propyl-triethoxysilicane-methanol solution, it is characterised in that：It includes following step
Suddenly：
1) urea, is subjected to azeotropic distillation dehydration with absolute ethyl alcohol first, makes the urea water content after dehydration
Less than 0.03%, the ethyl alcohol water content after distillation is 0.2%, can make other industrial uses；Then by three second of urea and aminopropyl
Oxysilane raw material presses 1：Aminopropyl triethoxysilane raw material is first pumped into the reaction kettle with stirring by 3.68 weight ratio,
And urea raw material is put into reaction kettle in the case where stirring nitrogen protective condition；
2) after the completion of, urea raw material feeds intake, reaction kettle is warming up to 120 DEG C -130 DEG C in the case where stirring nitrogen protective condition,
125 DEG C of optimal reaction temperature；It is reacted 4 hours under normal pressure；
3), synthesis under normal pressure is after 4 hours, and opening water circulation vavuum pump, the reaction was continued under the vacuum degree of -0.09MPa 4 hours；
Tail gas in entire reaction process is absorbed with dilute hydrochloric acid solution, and the aqueous ammonium chloride solution of generation can do agricultural fertilizer use；
4) after, the reaction was continued within 4 hours, kettle temperature is dropped to 45 DEG C -50 DEG C under nitrogen protective condition, obtains three second of urea propyl
Oxysilane sterling, then quantitative methanol is pumped into, obtain urea propyl-triethoxysilicane-methanol solution of methanol content 0%-80%
Finished product；
Complete three ethoxy of raw material aminopropyl of unreacted in the urea propyl-triethoxysilicane sterling that the synthesis technology is produced
Base silane gas chromatographic detection (GC) content is less than 2%, and amine value is detected with acid-base titration is less than 0.2%, uses gel infiltration
Chromatography (GPC) analysis product purity is more than 97.5%, and polymer content is less than 0.2%.
The advantageous effect of the present invention compared with prior art is：
1) with raw material urea instead of urethanes when feeding intake, dosage is less, and cost is lower, more environmentally friendly；
2) reaction is not required in addition add solvent and catalyst, reduces production cost；
3) by-product ammonia is absorbed with dilute hydrochloric acid into aqueous ammonium chloride solution, is a kind of raw material of agricultural fertilizer, without exhaust gas
Row
Go out, not can cause environmental pollution；
4) methanol solution of arbitrary proportion can be configured to.
Specific embodiment
Embodiment 1：
100 grams of urea and 100 grams of absolute ethyl alcohols are added in equipped with churned mechanically 1000ml three-necked flasks, it will under stirring
Kettle temperature is raised to 78-83 DEG C, and whole ethyl alcohol is distilled out under normal pressure, obtains the recycling ethyl alcohol that 99 grams of water content are 0.17%.The second
Alcohol can make other industrial uses.The water content of urea is 0.02% in sampling detection flask.To flask under stirring and nitrogen protection
368 grams of aminopropyl triethoxysilanes of interior addition, are raised to 120 DEG C, tail gas is absorbed with diluted hydrochloric acid aqueous solution by reaction temperature.Reaction
Water circulation vavuum pump is opened after 4 hours, the reaction was continued 4 hours at 120 DEG C of -0.09MPa vacuum degrees.It after completion of the reaction, will be anti-
Kettle nitrogen is answered to cool to 50 DEG C under protecting, sampling detects the aminopropyl triethoxysilane content that unreacted is complete in product and is
1.85% (GC), amine value are 0.19% (acid-base titration), and urea propyl-triethoxysilicane content is 97.7% (GPC), is polymerize
Object content is 0.16% (GPC).The product is urea propyl-triethoxysilicane sterling, and methanol content 0% is at room temperature white
Waxy solid.
Embodiment 2：
100 grams of urea and 100 grams of absolute ethyl alcohols are added in equipped with churned mechanically 1000ml three-necked flasks, it will under stirring
Kettle temperature is raised to 78-83 DEG C, and whole ethyl alcohol is distilled out under normal pressure, obtains the recycling ethyl alcohol that 98 grams of water content are 0.18%.The second
Alcohol can make other industrial uses.The water content of urea is 0.017% in sampling detection flask.To flask under stirring and nitrogen protection
368 grams of aminopropyl triethoxysilanes of interior addition, are raised to 130 DEG C, tail gas is absorbed with diluted hydrochloric acid aqueous solution by reaction temperature.Reaction
Water circulation vavuum pump is opened after 4 hours, the reaction was continued 4 hours at 130 DEG C of -0.09MPa vacuum degrees.It after completion of the reaction, will be anti-
Kettle nitrogen is answered to cool to 45 DEG C under protecting, sampling detects the aminopropyl triethoxysilane content that unreacted is complete in product and is
1.80% (GC), amine value are 0.17% (acid-base titration), and urea propyl-triethoxysilicane content is 97.8% (GPC), is polymerize
Object content is 0.15% (GPC).439 grams of absolute methanols are added in thereto, obtain 878 grams of urea propyl-triethoxysilicane-methanol
Solution detects its methanol volatile content as 50% (baking).
Embodiment 3：
100 grams of urea and 100 grams of absolute ethyl alcohols are added in equipped with churned mechanically 2000ml three-necked flasks, it will under stirring
Kettle temperature is raised to 78-83 DEG C, and whole ethyl alcohol is distilled out under normal pressure, obtains the recycling ethyl alcohol that 98 grams of water content are 0.16%.The second
Alcohol can make other industrial uses.The water content of urea is 0.018% in sampling detection flask.To flask under stirring and nitrogen protection
368 grams of aminopropyl triethoxysilanes of interior addition, are raised to 125 DEG C, tail gas is absorbed with diluted hydrochloric acid aqueous solution by reaction temperature.Reaction
Water circulation vavuum pump is opened after 4 hours, the reaction was continued 4 hours at 125 DEG C of -0.09MPa vacuum degrees.It after completion of the reaction, will be anti-
Kettle nitrogen is answered to cool to 50 DEG C under protecting, sampling detects the aminopropyl triethoxysilane content that unreacted is complete in product and is
1.81% (GC), amine value are 0.16% (acid-base titration), and urea propyl-triethoxysilicane content is 97.8% (GPC), is polymerize
Object content adds in 1756 grams of absolute methanols thereto for 0.16% (GPC), obtains 2193 grams of urea propyl-triethoxysilicane-first
Alcoholic solution detects its methanol volatile content as 80% (baking).
Claims (3)
1. a kind of synthesis preparation method of urea propyl-triethoxysilicane-methanol solution, which is characterized in that it includes following step
Suddenly：
1) urea, is subjected to azeotropic distillation dehydration with absolute ethyl alcohol first, is less than the urea water content after dehydration
0.03%, the ethyl alcohol water content after distillation is 0.2%, can make other industrial uses；Then by urea and aminopropyl-triethoxy
Silane raw material presses 1：Aminopropyl triethoxysilane raw material is first pumped into the reaction kettle with stirring by 3.68 weight ratio, and
Urea raw material is put into reaction kettle under stirring nitrogen protective condition；
2) after the completion of, urea raw material feeds intake, reaction kettle is heated up in the case where stirring nitrogen protective condition, is reacted 4 hours under normal pressure；
3), synthesis under normal pressure is after 4 hours, and opening water circulation vavuum pump, the reaction was continued under the vacuum degree of -0.09MPa 4 hours；Entirely
Tail gas in reaction process is absorbed with dilute hydrochloric acid solution, and the aqueous ammonium chloride solution of generation can do agricultural fertilizer use；
4) after, the reaction was continued within 4 hours, kettle temperature is dropped to 45 DEG C -50 DEG C under nitrogen protective condition, obtains urea propyl triethoxy
Silane sterling, then be pumped into quantitative methanol, obtain urea propyl-triethoxysilicane-methanol solution of methanol content 0%-80% into
Product.
2. a kind of synthesis preparation method of urea propyl-triethoxysilicane-methanol solution according to claim 1, feature
It is, temperature of reaction kettle is 120 DEG C -130 DEG C in step (2).
3. a kind of synthesis preparation method of urea propyl-triethoxysilicane-methanol solution according to claim 1, feature
It is, the vacuum degree of (3) step water circulation vavuum pump is -0.09MPa.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611188350.0A CN108203444A (en) | 2016-12-20 | 2016-12-20 | A kind of synthesis preparation method of urea propyl-triethoxysilicane-methanol solution |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611188350.0A CN108203444A (en) | 2016-12-20 | 2016-12-20 | A kind of synthesis preparation method of urea propyl-triethoxysilicane-methanol solution |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108203444A true CN108203444A (en) | 2018-06-26 |
Family
ID=62604325
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201611188350.0A Pending CN108203444A (en) | 2016-12-20 | 2016-12-20 | A kind of synthesis preparation method of urea propyl-triethoxysilicane-methanol solution |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108203444A (en) |
-
2016
- 2016-12-20 CN CN201611188350.0A patent/CN108203444A/en active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Yu et al. | Pd/C-catalyzed direct formylation of aromatic iodides to aryl aldehydes using carbon dioxide as a C1 resource | |
| CN106883136B (en) | The synthetic method of 3- methoxyl group-N, N- dimethylpropionamide | |
| CN107892748A (en) | A kind of preparation method of room-temperature moisture cured silicones | |
| CN106966923B (en) | A kind of synthetic method of 3- methoxyl group-N, N- dimethylpropionamide | |
| CN102167682A (en) | (Meth)acrylic ethidene urethyl ester monomer and preparation method thereof | |
| CN103449979A (en) | Bisphenol epoxy resin and preparation method thereof | |
| CN106674521A (en) | Preparation method of epoxy silane oligomer | |
| CN107868100A (en) | A kind of synthesis compound method of urea propyl-triethoxysilicane methanol solution | |
| CN103725233B (en) | Preparation method of lignin-based urea-formaldehyde resin adhesive with low formaldehyde release | |
| CN108203444A (en) | A kind of synthesis preparation method of urea propyl-triethoxysilicane-methanol solution | |
| CN104762059A (en) | Modified soybean protein-based adhesive and preparation method thereof | |
| CN101649035B (en) | Water-soluble toughened phenolic resin and preparation method thereof | |
| CN103319726A (en) | Unsaturated polyester polyurethane nano silicon dioxide material and preparation method thereof | |
| CN102746619B (en) | Synthetic resin template and production process thereof | |
| CA2588121A1 (en) | Hydroxy-aromatic compound, process for the preparation thereof, and use of the compound | |
| CN104762040A (en) | Low-toxicity urea resin adhesive and preparation method thereof | |
| CN106699799A (en) | Ureidopropyl triethoxysilane-methanol solution synthesis and preparation method | |
| CN105688851B (en) | A kind of preparation method of amino polysilsesquioxane para-aramid fiber composite adsorbing material | |
| CN104628760A (en) | Synthesis preparation method of urea propyl triethoxysilane-methanol solution | |
| CN104804194B (en) | The preparation of poly- titanium Borosiloxane and the method for modifying to phenolic resin | |
| CN108929650A (en) | A kind of two-component bonding nylon silica gel and preparation method | |
| CN109748818B (en) | Method for synthesizing terephthalonitrile by oximation and dehydration of terephthalaldehyde | |
| CN102746261B (en) | Alkynyl-containing organic monomer and synthesis method thereof, and polymer prepared from monomer and polymerization method thereof | |
| CN110144039B (en) | Preparation method of multifunctional water-based epoxy resin curing agent | |
| CN103554399B (en) | Phosphorus-containing binding resin and synthetic method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| WD01 | Invention patent application deemed withdrawn after publication | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20180626 |