CN106221655A - Organic silicon modified polyurethane adhesive and preparation method thereof - Google Patents
Organic silicon modified polyurethane adhesive and preparation method thereof Download PDFInfo
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- CN106221655A CN106221655A CN201610584130.3A CN201610584130A CN106221655A CN 106221655 A CN106221655 A CN 106221655A CN 201610584130 A CN201610584130 A CN 201610584130A CN 106221655 A CN106221655 A CN 106221655A
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/08—Polyurethanes from polyethers
-
- 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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
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- 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
- C08G18/48—Polyethers
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
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- 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
- C08G18/61—Polysiloxanes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
- C08K5/134—Phenols containing ester groups
- C08K5/1345—Carboxylic esters of phenolcarboxylic acids
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/544—Silicon-containing compounds containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a kind of organic silicon modified polyurethane adhesive and preparation method thereof.The present invention is made up of following raw materials according by weight: polyisocyanates 5 20 parts, containing active hydrogen silicone oil 1 20 parts, polyhydric alcohol 30 50 parts, plasticizer 10 30 parts, catalyst 0.05 0.20 parts, defoamer 0.5 3 parts, deicer 0.02 0.20 parts, coupling agent 0.02 0.30 parts, antioxidant 0.02 0.15 parts.The present invention has superior thermostability, resistance to water, has widened the application of adhesive for polyurethane.
Description
Technical field
The present invention relates to a kind of organic silicon modified polyurethane adhesive and preparation method thereof, belong to adhesive production technology neck
Territory.
Background technology
Adhesive for polyurethane due in its strand containing substantial amounts of NCO and carbamate groups, therefore, it is possible to
Include that with the base material containing active hydrogen the storerooms such as porous material, macromolecular material and metal form good chemical bond,
Show excellent cementation.
Bond effect is good, kind is many, curing rate is fast, construction is simple and construction wide temperature range owing to having for adhesive for polyurethane
Etc. advantage, therefore it is widely used in the normal domestic technical fields such as sophisticated technology field and building such as Aero-Space, becomes
The important kind of one in eight big synthetic adhesives.
Although adhesive for polyurethane has developed polytype, yet with the molecule of adhesive for polyurethane matrix own at present
The restriction of structure, resistance to ag(e)ing and the resistance to water of polyurethane adhesive are effectively improved always, therefore greatly limit
The application in wet environment of such High-performance adhesive.
Silicone molecules segment has excellent thermostability, ageing resistance and hydrophobicity, draws in adhesive for polyurethane
Enter silicone molecules segment adhesive for polyurethane is modified can keep the original performance advantage of adhesive for polyurethane base
It is effectively improved the thermostability of adhesive for polyurethane, ageing resistance, especially hydrophobicity on plinth, will significantly advance polyurethane gluing
Agent, in wet environment or the application of underwater environment, widens the range of application of adhesive for polyurethane further, improves its market value.
Summary of the invention
It is an object of the invention to, it is provided that organic silicon modified polyurethane adhesive and preparation method thereof.The present invention has excellent
Thermostability more, resistance to water, widened the application of adhesive for polyurethane, is suitable for industrialized great production.
Technical scheme: a kind of organic silicon modified polyurethane adhesive, is made up of following raw materials according by weight:
Polyisocyanates 5-20 part,
Containing active hydrogen silicone oil 1-20 part,
Polyhydric alcohol 30-50 part,
Plasticizer 10-30 part,
Catalyst 0.05-0.20 part,
Defoamer 0.5-3 part,
Deicer 0.02-0.20 part,
Coupling agent 0.02-0.30 part,
Antioxidant 0.02-0.15 part.
In above-mentioned organic silicon modified polyurethane adhesive, it is made up of following raw materials according by weight:
Polyisocyanates 10-15 part,
Containing active hydrogen silicone oil 3-8 part,
Polyhydric alcohol 30-40 part,
Plasticizer 15-25 part,
Catalyst 0.1-0.15 part,
Defoamer 1-2 part,
Deicer 0.1-0.15 part,
Coupling agent 0.1-0.2 part,
Antioxidant 0.05-0.1 part.
In aforesaid organic silicon modified polyurethane adhesive, it is made up of following raw materials according by weight:
Methyl diphenylene diisocyanate 13 parts,
Hydroxyl-terminated injecting two methyl siloxane 5.5 parts,
Polytetrahydrofuran diol 35 parts,
Diisooctyl phthalate 20 parts,
Dabco33-LV 0.12 part,
DF-520 1.5 parts,
P-Methyl benzenesulfonyl isocyanate 0.12 part,
Gamma-aminopropyl-triethoxy-silane 0.15 part,
3,5-di-t-butyl-4 hydroxy-phenylpropionic acid ten caprylate 0.08 part.
In aforesaid organic silicon modified polyurethane adhesive, described polyisocyanates is selected from diphenylmethane diisocyanate
One or more in ester, toluene di-isocyanate(TDI), hexamethylene diisocyanate, polyphenyl polymethylene polyisocyanates.
In aforesaid organic silicon modified polyurethane adhesive, the described end being selected from 100-20000cP containing active hydrogen silicone oil
One or more in hydroxyl polydimethylsiloxane, terminal hydroxy group phenyl silicone oil, Amino End Group silicone oil.
In aforesaid organic silicon modified polyurethane adhesive, described polyhydric alcohol is selected from mean molecule quantity at 1000-4000
Polytetrahydrofuran diol, polyoxypropyleneglycol, oxolane-ethylene oxide copolymer glycols, polytrimethylene ether glycol, poly-
One or more in ethylene glycol adipate glycol；Described plasticizer is selected from phthalate, terephthalate
One or more in the many esters of gallic acid of class, benzene.
In aforesaid organic silicon modified polyurethane adhesive, described catalyst selected from triethanolamine, triethylenediamine,
One or more in dibutyl tin laurate, Dabco33-LV, zinc naphthenate.
In aforesaid organic silicon modified polyurethane adhesive, described defoamer selected from DF-520, DF-530, DF-899,
One or more in DF-834；Described deicer is selected from triethyl orthoformate, p-Methyl benzenesulfonyl isocyanate
Plant or several.
In aforesaid organic silicon modified polyurethane adhesive, described coupling agent by gamma-aminopropyl-triethoxy-silane,
One or several in γ-glycidyl ether oxygen propyl trimethoxy silicane, γ-(methacryloxypropyl) propyl trimethoxy silicane
Kind；Described antioxidant is selected from 2,2'-ethylenedioxybis(ethanol). pair-[3-(3-tertiary butyl-4-hydroxy-5-aminomethyl phenyl) propionic ester], 3,5-bis-uncle
One in the antioxidants such as butyl-4 hydroxy-phenylpropionic acid ten caprylate, 3,5-di-t-butyl-4 different monooctyl ester of hydroxy phenylpropionic acid
Or it is several.
The preparation method of aforesaid organic silicon modified polyurethane adhesive, comprises the following steps successively:
1) polyhydric alcohol dehydration: weigh polyhydric alcohol according to weight ratio and put in reactor, be stirred and heated to 80-100 DEG C, take out
Vacuum dehydration processes 3-4 hour；
2) premixed systems preparation: to being cooled in the polyhydric alcohol of room temperature according to weight ratio addition defoamer after processed,
It is uniformly mixing to obtain premixed systems；
3) preparation of the isocyanate groups terminated polyurethane prepolymers containing organosilicon: add containing living according to weight ratio in polyisocyanates
Sprinkling hydrogen silicone oil, be stirred and heated to 80-90 DEG C, isothermal reaction to bubble-free is further continued for reaction 2-3 hour after producing, prepare and contain
The isocyanate groups terminated polyurethane prepolymers of machine silicon；
4) prepared by performed polymer: to step 2) obtained by premixed systems in add step 3) obtained by the end containing organosilicon different
Cyanate based prepolymers, is stirred and heated to 80-90 DEG C, and isothermal reaction to bubble-free is further continued for reaction 2-3 hour, system after producing
The performed polymer of organosilicon must be contained；
5) prepared by adhesive: is first according to weight ratio and adds in the performed polymer containing organosilicon, very by plasticizer, deicer
Stir 1-2 hour under empty condition；In mixed system, antioxidant, coupling agent and catalyst is added subsequently according to weight ratio,
Continue stirring 3 hours under vacuum condition, finally obtain finished product.
The present invention compares with prior art, the present invention first by isocyanates with containing active hydrogen silicone oil, (containing hydrogen silicone oil refers in particular to
Containing the silicone oil of si-h bond, but si-h bond torpescence, and the reaction with isocyanates needs platinum catalyst.And the silicon Han active hydrogen
(such as hydroxy silicon oil and amido silicon oil) does not has si-h bond, but the hydrogen activity of hydroxyl and amino is the highest, can rapidly and Carbimide.
Ester reacts) pre-polymerization, rely on the reaction between active hydrogen in NCO and silicone oil, it is achieved the introducing of silicone segments, contained
The isocyanate groups terminated polyurethane prepolymers of organosilicon；Then by prepolymer and polymerization, organic-silicon-modified poly-ammonia is finally given
Ester adhesive, the introducing of silicone molecules segment is effectively increased the resistance to water of adhesive for polyurethane.As can be seen here, present invention tool
There are superior thermostability, resistance to water, widened the application of adhesive for polyurethane, the industrialization of high performance polyurethane adhesive
Produce and extensively applying in national industry serves positive impetus.
Detailed description of the invention
Embodiment 1: a kind of organic silicon modified polyurethane adhesive, is prepared by the raw materials in: PolyTHF
Glycol (molecular weight 2000) 40 parts, methyl diphenylene diisocyanate 8.7 parts, hydroxyl-terminated injecting two methyl siloxane 10 parts, DF-
520 be 1.1 parts, Dabco33-LV be 0.08 part, diisooctyl phthalate 20 parts, p-Methyl benzenesulfonyl isocyanate 0.05
Part, gamma-aminopropyl-triethoxy-silane 0.05 part, 3,5-di-t-butyl-4 hydroxy-phenylpropionic acid ten caprylate 0.05 part.
Concrete preparation process is:
1) weigh in the reactor that the polytetrahydrofuran diol that 400g molecular weight is 2000 puts into 1L, be stirred and heated to
100 DEG C, evacuation processed 4 hours；
2) putting into 11gDF-520 successively to being cooled to after processed in the polytetrahydrofuran diol of room temperature, machinery stirs
Mix and uniformly obtain premixed systems；
3) in 87g methyl diphenylene diisocyanate, add hydroxyl-terminated injecting two methyl siloxane 100g, stir and heat
To 80-90 DEG C, isothermal reaction to bubble-free is further continued for reaction 2-3 hour after producing, prepare the terminal isocyanate group containing organosilicon
Prepolymer；
4) by step 3) in the obtained isocyanate groups terminated polyurethane prepolymers containing organosilicon all join step 2) made
In the premixed systems obtained, being stirred and heated to 90 DEG C, isothermal reaction to bubble-free is further continued for reacting 2 hours after producing, and prepares and contains
The performed polymer of machine silicon；
5) in obtained performed polymer, diisooctyl phthalate 200g it is sequentially added into, to Methyl benzenesulfonyl Carbimide.
Ester 5g, under vacuum stirring 2 hours；With backward mixed system adds Dabco33-LV8g, gamma-aminopropyl-triethoxy
Silane 5g, 3,5-di-t-butyl-4 hydroxy-phenylpropionic acid ten caprylate 5g, continue stirring 3 hours under vacuum；Finally
Obtain organic-silicon-modified adhesive for polyurethane.
Adhesive heat resisting temperature prepared by this example can bring up to 160 degrees centigrade after tested, contact angle after solidification
More than 90 °.
Embodiment 2: a kind of organic silicon modified polyurethane adhesive, is prepared by the raw materials in: PolyTHF
Glycol (molecular weight 3000) 60 parts, methyl diphenylene diisocyanate 8.7 parts, Amino End Group silicone oil 4 parts, DF-520 be 0.6 part,
Dabco33-LV is 0.08 part, diisooctyl phthalate 20 parts, p-Methyl benzenesulfonyl isocyanate 0.05 part, γ-ammonia third
0.05 part of ethyl triethoxy silicane alkane, 3,5-di-t-butyl-4 hydroxy-phenylpropionic acid ten caprylate 0.05 part.
Concrete preparation process is:
1) weigh in the reactor that the polytetrahydrofuran diol that 600g molecular weight is 3000 puts into 2L, be stirred and heated to
100 DEG C, evacuation processed 5 hours；
2) 6gDF-520, mechanical agitation are put into successively to being cooled to after processed in the polytetrahydrofuran diol of room temperature
Uniformly obtain premixed systems；
3) in 87g methyl diphenylene diisocyanate, add Amino End Group silicone oil 40g, be stirred and heated to 80-90 DEG C, permanent
Temperature reaction is further continued for reaction 2-3 hour after producing to bubble-free, prepares the isocyanate groups terminated polyurethane prepolymers containing organosilicon；
4) by step 3) in the obtained isocyanate groups terminated polyurethane prepolymers containing organosilicon all join step 2) made
In the premixed systems obtained, being stirred and heated to 90 DEG C, isothermal reaction to bubble-free is further continued for reacting 2 hours after producing, and prepares and contains
The performed polymer of machine silicon；
5) in obtained performed polymer, diisooctyl phthalate 200g it is sequentially added into, to Methyl benzenesulfonyl Carbimide.
Ester 5g, under vacuum stirring 2 hours；With backward mixed system adds Dabco33-LV8g, gamma-aminopropyl-triethoxy
Silane 5g, 3,5-di-t-butyl-4 hydroxy-phenylpropionic acid ten caprylate 5g, continue stirring 3 hours under vacuum；Finally
Obtain organic silicon modified polyurethane adhesive.
Adhesive heat resisting temperature prepared by this example can bring up to 160 degrees centigrade after tested, contact angle after solidification
More than 90 °.
Embodiment 3: a kind of organic silicon modified polyurethane adhesive, is prepared by the raw materials in: diphenyl methane
Diisocyanate 13 parts, hydroxyl-terminated injecting two methyl siloxane 5.5 parts, polytetrahydrofuran diol 35 parts, phthalic acid two is different pungent
Ester 20 parts, Dabco33-LV0.12 part, DF-5201.5 part, p-Methyl benzenesulfonyl isocyanate 0.12 part, γ-aminopropyl three second
TMOS 0.15 part, 3,5-di-t-butyl-4 hydroxy-phenylpropionic acid ten caprylates 0.08 part.
Concrete preparation process is:
1) weigh in the reactor that the polytetrahydrofuran diol that molecular weight is 3000 is put into, be stirred and heated to 100 DEG C,
Evacuation processed 4 hours；
2) putting into DF-520 successively to being cooled to after processed in the polytetrahydrofuran diol of room temperature, mechanical agitation is equal
Even obtain premixed systems；
3) in methyl diphenylene diisocyanate, add hydroxyl-terminated injecting two methyl siloxane, be stirred and heated to 80-90
DEG C, isothermal reaction to bubble-free is further continued for reaction 2-3 hour after producing, prepare the isocyanate groups terminated polyurethane prepolymers containing organosilicon；
4) by step 3) in the obtained isocyanate groups terminated polyurethane prepolymers containing organosilicon all join step 2) made
In the premixed systems obtained, being stirred and heated to 90 DEG C, isothermal reaction to bubble-free is further continued for reacting 2 hours after producing, and prepares and contains
The performed polymer of machine silicon；
5) in obtained performed polymer, diisooctyl phthalate, p-Methyl benzenesulfonyl isocyanate it are sequentially added into,
Stirring 2 hours under vacuum；With in backward mixed system add Dabco33-LV, gamma-aminopropyl-triethoxy-silane, 3,
5-di-t-butyl-4 hydroxy-phenylpropionic acid ten caprylate, continues stirring 3 hours under vacuum；Finally obtain organosilicon to change
The adhesive for polyurethane of property.
Adhesive heat resisting temperature prepared by this example can bring up to 180 degrees centigrade after tested, contact angle after solidification
More than 90 °.
Claims (10)
1. organic silicon modified polyurethane adhesive, it is characterised in that: it is made up of following raw materials according by weight:
Polyisocyanates 5-20 part,
Containing active hydrogen silicone oil 1-20 part,
Polyhydric alcohol 30-50 part,
Plasticizer 10-30 part,
Catalyst 0.05-0.20 part,
Defoamer 0.5-3 part,
Deicer 0.02-0.20 part,
Coupling agent 0.02-0.30 part,
Antioxidant 0.02-0.15 part.
Organic silicon modified polyurethane adhesive the most according to claim 1, it is characterised in that: by weight by following raw materials according
Make:
Polyisocyanates 10-15 part,
Containing active hydrogen silicone oil 3-8 part,
Polyhydric alcohol 30-40 part,
Plasticizer 15-25 part,
Catalyst 0.1-0.15 part,
Defoamer 1-2 part,
Deicer 0.1-0.15 part,
Coupling agent 0.1-0.2 part,
Antioxidant 0.05-0.1 part.
Organic silicon modified polyurethane adhesive the most according to claim 1 and 2, it is characterised in that: by weight by following
Raw material is made:
Methyl diphenylene diisocyanate 13 parts,
Hydroxyl-terminated injecting two methyl siloxane 5.5 parts,
Polytetrahydrofuran diol 35 parts,
Diisooctyl phthalate 20 parts,
Dabco33-LV 0.12 part,
DF-520 1.5 parts,
P-Methyl benzenesulfonyl isocyanate 0.12 part,
Gamma-aminopropyl-triethoxy-silane 0.15 part,
3,5-di-t-butyl-4 hydroxy-phenylpropionic acid ten caprylate 0.08 part.
4. according to the organic silicon modified polyurethane adhesive described in any one of claims 1 to 3, it is characterised in that: described many
How sub-isocyanates is selected from methyl diphenylene diisocyanate, toluene di-isocyanate(TDI), hexamethylene diisocyanate, many phenyl
One or more in methyl polyisocyanates.
5. according to the organic silicon modified polyurethane adhesive described in any one of claims 1 to 3, it is characterised in that: described contains
Active hydrogen silicone oil is in the hydroxyl-terminated injecting two methyl siloxane of 100-20000cP, terminal hydroxy group phenyl silicone oil, Amino End Group silicone oil
One or more.
6. according to the organic silicon modified polyurethane adhesive described in any one of claims 1 to 3, it is characterised in that: described many
Unit's alcohol selected from mean molecule quantity in the polytetrahydrofuran diol of 1000-4000, polyoxypropyleneglycol, oxolane-oxidation second
One or more in alkene copolymer glycols, polytrimethylene ether glycol, 10PE27 glycol；Described plasticizer choosing
One or more in phthalate, terephthalic acid ester, the many esters of gallic acid of benzene.
7. according to the organic silicon modified polyurethane adhesive described in any one of claims 1 to 3, it is characterised in that: described urges
Agent one in triethanolamine, triethylenediamine, dibutyl tin laurate, Dabco33-LV, the zinc naphthenate or
Several.
8. according to the organic silicon modified polyurethane adhesive described in any one of claims 1 to 3, it is characterised in that: described disappears
One or more in DF-520, DF-530, DF-899, DF-834 of infusion；Described deicer is selected from primitive nail triethylenetetraminehexaacetic acid
One or more in ester, p-Methyl benzenesulfonyl isocyanate.
9. according to the organic silicon modified polyurethane adhesive described in any one of claims 1 to 3, it is characterised in that: described idol
Connection agent is by gamma-aminopropyl-triethoxy-silane, γ-glycidyl ether oxygen propyl trimethoxy silicane, γ-(methacryloxypropyl)
One or more in propyl trimethoxy silicane；Described antioxidant is selected from 2,2'-ethylenedioxybis(ethanol). pair-[3-(the 3-tert-butyl group-4-hydroxyl
Base-5-aminomethyl phenyl) propionic ester], 3,5-di-t-butyl-4 hydroxy-phenylpropionic acid ten caprylate, 3,5-di-t-butyl-4 hydroxyl
One or more in the antioxidants such as the different monooctyl ester of benzenpropanoic acid.
10., according to the preparation method of the organic silicon modified polyurethane adhesive described in any one of claim 1-9, its feature exists
In: comprise the following steps successively:
1) polyhydric alcohol dehydration: weigh polyhydric alcohol according to weight ratio and put in reactor, be stirred and heated to 80-100 DEG C, evacuation
Processed 3-4 hour；
2) premixed systems preparation: to being cooled to after processed in the polyhydric alcohol of room temperature according to weight ratio addition defoamer, stirring
Uniformly obtain premixed systems；
3) preparation of the isocyanate groups terminated polyurethane prepolymers containing organosilicon: add containing active hydrogen according to weight ratio in polyisocyanates
Silicone oil, is stirred and heated to 80-90 DEG C, and isothermal reaction to bubble-free is further continued for reaction 2-3 hour after producing, prepare containing organosilicon
Isocyanate groups terminated polyurethane prepolymers；
4) prepared by performed polymer: to step 2) obtained by premixed systems in add step 3) obtained by the end Carbimide. containing organosilicon
Ester group prepolymer, is stirred and heated to 80-90 DEG C, and isothermal reaction to bubble-free is further continued for reaction 2-3 hour after producing, prepare and contain
The performed polymer of organosilicon；
5) prepared by adhesive: is first according to weight ratio and adds in the performed polymer containing organosilicon, at vacuum bar by plasticizer, deicer
Stir 1-2 hour under part；In mixed system, antioxidant, coupling agent and catalyst is added subsequently, in vacuum according to weight ratio
Under the conditions of continue stirring 3 hours, finally obtain finished product.
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Cited By (14)
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| CN106977687A (en) * | 2017-04-27 | 2017-07-25 | 久盛地板有限公司 | Environment-protecting polyurethane antibacterial adhesive and preparation method thereof |
| CN107163898A (en) * | 2017-05-19 | 2017-09-15 | 天永诚高分子材料（常州）有限公司 | A kind of preparation method of high temperature resistant type damp solidifying polyurethane PUR |
| CN107629660A (en) * | 2017-10-10 | 2018-01-26 | 国网江苏省电力公司南通供电公司 | The preparation method of containing hydrogen silicone oil modified polyurethane paint |
| CN107778433A (en) * | 2017-11-14 | 2018-03-09 | 东莞市鑫益电子科技有限公司 | A kind of preparation method of hydrophilic polyurethane material |
| CN108018018A (en) * | 2017-12-29 | 2018-05-11 | 江苏苏博特新材料股份有限公司 | Low modulus high elastic recovery rate polyurethane sealant and preparation method thereof |
| CN108250449A (en) * | 2017-12-19 | 2018-07-06 | 广东省石油与精细化工研究院 | A kind of line style end-silicane-group block polyether and its preparation method and application |
| CN108504321A (en) * | 2018-05-07 | 2018-09-07 | 安吉祥力胶粘剂有限公司 | A kind of organic silicon polyurethane adhesive and preparation method thereof |
| CN110408330A (en) * | 2019-06-28 | 2019-11-05 | 江西盛富莱定向反光材料有限公司 | A kind of all-weather road pearl adhesive |
| CN110483723A (en) * | 2019-07-25 | 2019-11-22 | 南通万顺化工科技有限公司 | A kind of use for synthetic leather inorganic agent vector resin and preparation method thereof |
| CN110628311A (en) * | 2019-08-26 | 2019-12-31 | 北京化工大学 | Preparation method of polyurethane-based transparent antifouling coating |
| CN113817432A (en) * | 2021-09-07 | 2021-12-21 | 山东大学 | Superstrong whole-course underwater adhesive and preparation method and application thereof |
| CN114133909A (en) * | 2021-12-14 | 2022-03-04 | 广东弘擎电子材料科技有限公司 | Polyurethane pressure-sensitive adhesive protective film and preparation method thereof |
| CN115772380A (en) * | 2022-12-23 | 2023-03-10 | 郑州圣莱特空心微珠新材料有限公司 | Low-density pouring sealant and preparation method thereof |
| CN116042122A (en) * | 2023-02-08 | 2023-05-02 | 广西青龙化学建材有限公司 | Exposed non-asphalt-based high polymer self-adhesive waterproof coiled material and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN106977687A (en) * | 2017-04-27 | 2017-07-25 | 久盛地板有限公司 | Environment-protecting polyurethane antibacterial adhesive and preparation method thereof |
| CN107163898A (en) * | 2017-05-19 | 2017-09-15 | 天永诚高分子材料（常州）有限公司 | A kind of preparation method of high temperature resistant type damp solidifying polyurethane PUR |
| CN107629660A (en) * | 2017-10-10 | 2018-01-26 | 国网江苏省电力公司南通供电公司 | The preparation method of containing hydrogen silicone oil modified polyurethane paint |
| CN107778433A (en) * | 2017-11-14 | 2018-03-09 | 东莞市鑫益电子科技有限公司 | A kind of preparation method of hydrophilic polyurethane material |
| CN108250449A (en) * | 2017-12-19 | 2018-07-06 | 广东省石油与精细化工研究院 | A kind of line style end-silicane-group block polyether and its preparation method and application |
| CN108018018B (en) * | 2017-12-29 | 2021-04-20 | 江苏苏博特新材料股份有限公司 | Low-modulus high-elasticity-recovery-rate polyurethane sealant and preparation method thereof |
| CN108018018A (en) * | 2017-12-29 | 2018-05-11 | 江苏苏博特新材料股份有限公司 | Low modulus high elastic recovery rate polyurethane sealant and preparation method thereof |
| CN108504321A (en) * | 2018-05-07 | 2018-09-07 | 安吉祥力胶粘剂有限公司 | A kind of organic silicon polyurethane adhesive and preparation method thereof |
| CN110408330B (en) * | 2019-06-28 | 2021-11-26 | 江西盛富莱光学科技股份有限公司 | Adhesive for all-weather road beads |
| CN110408330A (en) * | 2019-06-28 | 2019-11-05 | 江西盛富莱定向反光材料有限公司 | A kind of all-weather road pearl adhesive |
| CN110483723A (en) * | 2019-07-25 | 2019-11-22 | 南通万顺化工科技有限公司 | A kind of use for synthetic leather inorganic agent vector resin and preparation method thereof |
| CN110483723B (en) * | 2019-07-25 | 2021-08-03 | 南通万顺化工科技有限公司 | Treating agent carrier resin for synthetic leather and preparation method thereof |
| CN110628311A (en) * | 2019-08-26 | 2019-12-31 | 北京化工大学 | Preparation method of polyurethane-based transparent antifouling coating |
| CN113817432A (en) * | 2021-09-07 | 2021-12-21 | 山东大学 | Superstrong whole-course underwater adhesive and preparation method and application thereof |
| CN114133909A (en) * | 2021-12-14 | 2022-03-04 | 广东弘擎电子材料科技有限公司 | Polyurethane pressure-sensitive adhesive protective film and preparation method thereof |
| CN114133909B (en) * | 2021-12-14 | 2023-09-12 | 广东弘擎电子材料科技有限公司 | Polyurethane pressure-sensitive adhesive protective film and preparation method thereof |
| CN115772380A (en) * | 2022-12-23 | 2023-03-10 | 郑州圣莱特空心微珠新材料有限公司 | Low-density pouring sealant and preparation method thereof |
| CN115772380B (en) * | 2022-12-23 | 2024-05-28 | 郑州圣莱特空心微珠新材料有限公司 | Low-density pouring sealant and preparation method thereof |
| CN116042122A (en) * | 2023-02-08 | 2023-05-02 | 广西青龙化学建材有限公司 | Exposed non-asphalt-based high polymer self-adhesive waterproof coiled material and preparation method thereof |
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