CN118325096A - Isocyanate modified organosilicon polymer and preparation method thereof - Google Patents
Isocyanate modified organosilicon polymer and preparation method thereof Download PDFInfo
- Publication number
- CN118325096A CN118325096A CN202410751653.7A CN202410751653A CN118325096A CN 118325096 A CN118325096 A CN 118325096A CN 202410751653 A CN202410751653 A CN 202410751653A CN 118325096 A CN118325096 A CN 118325096A
- Authority
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- China
- Prior art keywords
- isocyanate
- dihydroxysiloxane
- polyurethane
- isocyanate modified
- preparation
- 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
- 239000012948 isocyanate Substances 0.000 title claims abstract description 36
- 150000002513 isocyanates Chemical class 0.000 title claims abstract description 36
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- 229920001558 organosilicon polymer Polymers 0.000 title claims abstract description 10
- 239000004814 polyurethane Substances 0.000 claims abstract description 26
- 229920002635 polyurethane Polymers 0.000 claims abstract description 25
- -1 dihydroxysiloxane, isocyanate Chemical compound 0.000 claims abstract description 19
- 239000012974 tin catalyst Substances 0.000 claims abstract description 7
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims abstract description 5
- 238000010438 heat treatment Methods 0.000 claims abstract description 4
- 229920005573 silicon-containing polymer Polymers 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 12
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 9
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 9
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 5
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 5
- 239000003607 modifier Substances 0.000 claims description 4
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 3
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 2
- FAOSYNUKPVJLNZ-UHFFFAOYSA-N butylstannane Chemical compound CCCC[SnH3] FAOSYNUKPVJLNZ-UHFFFAOYSA-N 0.000 claims 1
- 239000002649 leather substitute Substances 0.000 abstract description 8
- 229920005906 polyester polyol Polymers 0.000 abstract description 7
- 150000003961 organosilicon compounds Chemical class 0.000 abstract description 4
- 229920005830 Polyurethane Foam Polymers 0.000 abstract description 3
- 239000000853 adhesive Substances 0.000 abstract description 3
- 230000001070 adhesive effect Effects 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 239000011496 polyurethane foam Substances 0.000 abstract description 3
- XLJMAIOERFSOGZ-UHFFFAOYSA-N anhydrous cyanic acid Natural products OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000047 product Substances 0.000 description 10
- 239000010985 leather Substances 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 239000004970 Chain extender Substances 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- LUZSPGQEISANPO-UHFFFAOYSA-N butyltin Chemical compound CCCC[Sn] LUZSPGQEISANPO-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
-
- A—HUMAN NECESSITIES
- A43—FOOTWEAR
- A43B—CHARACTERISTIC FEATURES OF FOOTWEAR; PARTS OF FOOTWEAR
- A43B13/00—Soles; Sole-and-heel integral units
- A43B13/02—Soles; Sole-and-heel integral units characterised by the material
- A43B13/04—Plastics, rubber or vulcanised fibre
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/778—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur silicon
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
- D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
- D06N3/12—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins
- D06N3/14—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins with polyurethanes
- D06N3/147—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins with polyurethanes characterised by the isocyanates used
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Dispersion Chemistry (AREA)
- Textile Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention discloses an isocyanate modified organosilicon polymer and a preparation method thereof. The isocyanate modified organosilicon polymer is prepared by heating three components of dihydroxysiloxane, isocyanate and a metallic tin catalyst. The invention uses hydroxyl siloxane and isocyanate to pre-polymerize to produce linear organosilicon compound containing isocyanic acid radical. The compound can be used as a prepolymer to be added into polyester polyol for preparing polyurethane synthetic leather, polyurethane soles, polyurethane adhesives, polyurethane foams and the like, and endows the original product with more excellent softness, better hand feeling and waterproof performance.
Description
Technical Field
The invention belongs to the field of organosilicon polymers, and relates to an isocyanate modified organosilicon polymer and a preparation method thereof.
Background
Polyurethane (PU), which is a high molecular compound, is known as polyurethane. The polyurethane product mainly comprises the following components: foam, elastomer, fiber plastic, fiber, leather shoe resin, paint, adhesive, sealant and the like.
The polyurethane consists of two phases, including a soft segment and a hard segment, wherein the soft segment is long-chain polyol, and the hard segment is composed of isocyanate and a chain extender. The polyurethane is prepared by reacting isocyanate with polyol to generate prepolymer, and then reacting with chain extender for vulcanization.
At present, common polyurethane synthetic leather, polyurethane soles and polyurethane foam have the defects of poor product softness, poor hand feeling and waterproof performance and the like. Thus, a method for improving polyurethane properties is needed. A common way to improve polyurethane properties is to add modifiers in the polyurethane synthesis. However, the synthesis of the common modifier is difficult, and an additive which is simple and convenient to synthesize and can effectively improve the polyurethane performance is needed.
Disclosure of Invention
The invention aims to solve the defects in the prior art and provides an isocyanate modified organosilicon polymer and a preparation method thereof. The preparation method is simple and convenient, and can effectively improve the softness, the handfeel and the waterproof performance of polyurethane products when being used as a polyurethane additive.
In one aspect, the invention provides a method for preparing an isocyanate modified silicone polymer, comprising the steps of:
Heating and stirring dihydroxysiloxane, isocyanate and a metallic tin catalyst at 40-45 ℃ to react for 0.5-6 h so as to obtain the isocyanate modified organosilicon polymer;
Wherein the structural formula of the dihydroxysiloxane is N is an integer of 20 to 50.
Preferably, the isocyanate is selected from one of MDI (diphenylmethane diisocyanate), IPDI (isophorone diisocyanate) and TDI (2, 6-toluene diisocyanate); isophorone diisocyanate is preferred.
Preferably, the metallic tin catalyst is selected from one of stannous octoate, n-butyl tin and dibutyl tin dilaurate; dibutyl tin dilaurate is preferred.
Preferably, the molar equivalent ratio of the dihydroxysiloxane to the isocyanate is 1:1.3-1:2.
Preferably, the molar equivalent ratio of the dihydroxysiloxane to isocyanate is preferably 1:1.5.
Preferably, the metal tin catalyst is used in an amount of 0.01 to 0.05% by mass of the dihydroxysiloxane.
Preferably, the molecular weight of the dihydroxysiloxane is 2000-4000.
In another aspect, the invention provides an isocyanate modified silicone polymer prepared by any of the methods described above.
Preferably, the isocyanate modified silicone polymer is linear and the molecular ends are blocked by isocyanate.
In another aspect, the invention provides a polyester polyol for polyurethane synthesis comprising the isocyanate modified silicone polymer described above.
The invention also provides a polyurethane product which is prepared by taking the isocyanate modified organosilicon polymer as an additive; preferably, the isocyanate modified silicone polymer is added as a modifier to the polyester polyol component.
The invention has the advantages and beneficial effects as follows:
The invention uses hydroxyl-containing siloxane and isocyanate to carry out prepolymerization to generate linear organosilicon compound containing isocyanate. The method is simple and convenient, and can prepare a large amount of linear organosilicon compounds containing isocyanate groups. The compound can be used in the fields of polyurethane adhesives, polyurethane synthetic leather, polyurethane soles, polyurethane foam and the like, and endows the original product with more excellent softness, better hand feeling and waterproof performance. In addition, the synthesis method of the linear organosilicon compound of isocyanate provided by the invention is simple and convenient, has low byproducts and has higher industrial production value.
Detailed Description
For further understanding of the present invention, the technical solutions of the embodiments of the present invention will be clearly and completely described below in conjunction with the embodiments of the present invention, and it is apparent that the described embodiments are only some embodiments of the present invention, not all embodiments. Unless otherwise specified, all reagents involved in the examples of the present invention are commercially available products and are commercially available. The chemicals and consumables used in the experiments meet the industrial production standards.
Example 1
100G of 7518 (2000 molecular weight dihydroxysiloxane), 22.23 g of IPDI (isophorone diisocyanate), 0.05 g of DBTL (dibutyltin dilaurate) were added to a reaction vessel and stirred under heating at 40℃for 1h to give the named prepolymer 1 of isocyanate modified silicone polymer (clear, colorless liquid).
Example 2
Referring to the method of example 1, the molecular weight of the dihydroxysiloxane used in example 1 was changed, the equivalent ratio of dihydroxysiloxane to IPDI was kept constant at 1:2, the reaction temperature was raised to 45℃and the reaction time was prolonged to 4 h, and different isocyanate-modified silicone polymers were prepared, and the specific raw material ratios are shown in Table 1.
TABLE 1
Example 3
Referring to the method of example 1, the equivalent ratio of dihydroxysiloxane to IPDI was varied to prepare different isocyanate modified silicone polymers, the specific raw material ratios are shown in Table 2.
TABLE 2
Example 4
Referring to the procedure of example 2, the equivalent ratio of dihydroxysiloxane (7540) to IPDI was varied to produce different isocyanate modified silicone polymers with specific raw material ratios as shown in Table 3.
TABLE 3 Table 3
Application example 1: polyurethane synthetic leather
The component A is as follows: OH-terminated polyester polyol (peak JF-NS-6030A); the component B is as follows: prepolymers terminated with-NCO (peak JF-NS-6030B).
The prepolymer 1 prepared in the example was added to the A-component, wherein the mass fraction of the prepolymer in the A-component was 60 to 80%. The component A and the component B are mixed to react, and a proper amount of catalyst is added to prepare different leather samples, and the leather samples are shown in Table 4. The proportion of the organic silicon in the obtained synthetic leather is up to 30-40%, and the surface of the obtained product is softer and smoother (see table 4), and has a certain rainwater-proof function. In the preparation process of leather ④, in order to further improve the product performance, a cross-linking agent glycerol (the cross-linking agent can be replaced by polyhydroxy alkyl such as dipropylene glycol) is also added, and the prepared synthetic leather is softer, and the physical properties of the synthetic leather are similar to those of the silicon leather on the current market.
Table 4 remarks: the more ∈, the better the performance
Application example 2: polyurethane synthetic leather
The component A is as follows: OH-terminated polyester polyol (peak JF-NS-6030A); the component B is as follows: prepolymers terminated with-NCO (peak JF-NS-6030B).
The prepolymers 1, 3 and 4 prepared in the examples were added to the A-component, wherein the mass fraction of the prepolymer in the A-component was 60%, i.e., the amount of the prepolymer added was 30g. The A component and the B component are mixed to react, a proper amount of catalyst is added, different leather samples (table 5) are prepared, and the product performance is tested.
Table 5 remarks: the more ∈, the better the performance
Application example 3: polyurethane sole
And (3) a component A: polyester polyol-containing (peak JF-P-5250); and the component B comprises the following components: containing-NCO-terminated prepolymer (peak JF-I-5222).
The prepolymers of the invention are also useful in shoe sole preparation. The prepolymer 2 prepared in the example was added to the A-component, wherein the mass fraction of the prepolymer in the A-component was 40-80%. The A component and the B component are mixed for reaction, and a proper amount of catalyst is added to prepare different sole samples, and the sole samples are shown in Table 6. After the prepolymer 2 is added, the surface of the obtained sole product is softer and smoother, and has a certain rainwater-proof function.
TABLE 6
Application example 4: polyurethane sole
And (3) a component A: polyester polyol-containing (peak JF-P-5250); and the component B comprises the following components: containing-NCO-terminated prepolymer (peak JF-I-5222).
The prepolymers 2, 5 and 6 prepared in the examples were added to the A-component, wherein the mass fraction of the prepolymer in the A-component was 80%, i.e., the amount of the prepolymer added was 40g. The A component and the B component are mixed for reaction, and a proper amount of catalyst is added to prepare different sole samples, and the sole samples are shown in Table 7.
TABLE 7
The above description is only a preferred example of the present invention and is not intended to limit the present invention, but various modifications and variations can be made to the present invention by those skilled in the art. Any modification, equivalent replacement, improvement, etc. of the present invention should be included in the protection scope of the present invention.
Claims (10)
1. A method for preparing an isocyanate modified silicone polymer, comprising the steps of:
Heating and stirring dihydroxysiloxane, isocyanate and a metallic tin catalyst at 40-45 ℃ to react for 0.5-6 h so as to obtain the isocyanate modified organosilicon polymer;
Wherein the structural formula of the dihydroxysiloxane is N is an integer of 20 to 50.
2. The method according to claim 1, wherein the isocyanate is one selected from the group consisting of diphenylmethane diisocyanate, isophorone diisocyanate, and 2, 6-toluene diisocyanate.
3. The preparation method according to claim 1, wherein the metallic tin catalyst is selected from one of stannous octoate, n-butyltin, and dibutyltin dilaurate.
4. The method of claim 1, wherein the molar equivalent ratio of dihydroxysiloxane to isocyanate is 1:1.3 to 1:2.
5. The preparation method according to claim 1, wherein the molar equivalent ratio of dihydroxysiloxane to isocyanate is preferably 1:1.5.
6. The preparation method according to claim 1, wherein the metal tin catalyst is used in an amount of 0.01 to 0.05% by mass of the dihydroxysiloxane.
7. The method of claim 1, wherein the dihydroxysiloxane has a molecular weight of 2000 to 4000.
8. An isocyanate modified silicone polymer obtainable by the process of any one of claims 1 to 7.
9. The isocyanate modified silicone polymer of claim 8, wherein the isocyanate modified silicone polymer is linear and has both molecular ends blocked by isocyanate.
10. A polyurethane article prepared with the isocyanate modified silicone polymer of claim 8 as a modifier.
Priority Applications (1)
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CN202410751653.7A CN118325096A (en) | 2024-06-12 | 2024-06-12 | Isocyanate modified organosilicon polymer and preparation method thereof |
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CN202410751653.7A CN118325096A (en) | 2024-06-12 | 2024-06-12 | Isocyanate modified organosilicon polymer and preparation method thereof |
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Citations (4)
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---|---|---|---|---|
CN107936216A (en) * | 2017-11-30 | 2018-04-20 | 黎明化工研究设计院有限责任公司 | A kind of organic-silicon-modified Isocyanate prepolymers body of no-solvent type use for synthetic leather and preparation method thereof |
WO2021139135A1 (en) * | 2020-01-06 | 2021-07-15 | 万华化学集团股份有限公司 | Isocyanate prepolymer for polyurethane-fiber composite materials, preparation method therefor and use thereof |
CN115716904A (en) * | 2022-11-28 | 2023-02-28 | 广州市斯洛柯高分子聚合物有限公司 | Organic silicon modified bio-based polyurethane, preparation method thereof and synthetic leather containing organic silicon modified bio-based polyurethane |
CN115894845A (en) * | 2022-11-15 | 2023-04-04 | 万华化学(北京)有限公司 | Organic silicon modified polyurethane composition and preparation method and application thereof |
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- 2024-06-12 CN CN202410751653.7A patent/CN118325096A/en active Pending
Patent Citations (4)
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CN107936216A (en) * | 2017-11-30 | 2018-04-20 | 黎明化工研究设计院有限责任公司 | A kind of organic-silicon-modified Isocyanate prepolymers body of no-solvent type use for synthetic leather and preparation method thereof |
WO2021139135A1 (en) * | 2020-01-06 | 2021-07-15 | 万华化学集团股份有限公司 | Isocyanate prepolymer for polyurethane-fiber composite materials, preparation method therefor and use thereof |
CN115894845A (en) * | 2022-11-15 | 2023-04-04 | 万华化学(北京)有限公司 | Organic silicon modified polyurethane composition and preparation method and application thereof |
CN115716904A (en) * | 2022-11-28 | 2023-02-28 | 广州市斯洛柯高分子聚合物有限公司 | Organic silicon modified bio-based polyurethane, preparation method thereof and synthetic leather containing organic silicon modified bio-based polyurethane |
Non-Patent Citations (1)
Title |
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