CN1045984A - Make the moulding compound of foils for laminated safety panes - Google Patents

Make the moulding compound of foils for laminated safety panes Download PDF

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Publication number
CN1045984A
CN1045984A CN90101694A CN90101694A CN1045984A CN 1045984 A CN1045984 A CN 1045984A CN 90101694 A CN90101694 A CN 90101694A CN 90101694 A CN90101694 A CN 90101694A CN 1045984 A CN1045984 A CN 1045984A
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Prior art keywords
silane
weight
moulding compound
carbon atom
film
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CN90101694A
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于尔根·伊根诺尔夫
汉斯-约阿希姆·柯茨什
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Huels Troisdorf AG
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Huels Troisdorf AG
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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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
    • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
    • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
    • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
    • B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
    • B32B17/10761—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer containing vinyl acetal
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
    • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
    • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
    • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
    • B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
    • B32B17/10688—Adjustment of the adherence to the glass layers
    • 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
    • C08K5/541—Silicon-containing compounds containing oxygen
    • C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
    • C08K5/5419—Silicon-containing compounds containing oxygen containing at least one Si—O bond containing at least one Si—C bond

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Joining Of Glass To Other Materials (AREA)
  • Laminated Bodies (AREA)

Abstract

The present invention has introduced the plastic polyvinyl alcohol of a kind of manufacturing with the part acetalation, and particularly polyvinyl butyral acetal (PVB) is for advocating peace with moulding compound and the application during making laminated glass middle layer plastic films thereof of silane compound as the foils for laminated safety panes of bonding adjusting additive.As silane compound is the organosilane of following formula:
R 3-(O-R 4) mO-R 5-SiR 1R 2[O-(R 4-O) m-R 3] R in the formula 1, R 2, R 3, R 4, R 5Consult specification sheets and claims with the connotation of m.

Description

Make the moulding compound of foils for laminated safety panes
The present invention relates to the plastic polyvinyl alcohol of a kind of manufacturing with the part acetalation, particularly polyvinyl butyral acetal (PVB) for advocate peace with silane compound as the moulding compound of foils for laminated safety panes one series products of bonding adjusting additive and in laminated safety glass as the application of middle layer (adhesive film).
Containing 0.2-0.8%(weight) the plastic polyethylene butyral film of moisture content has been verified, is particularly suitable for making laminated safety glass.The characteristics of polyvinyl butyral resin are to contain 10-28%(weight), especially with 15-23%(weight) be good vinyl alcohol unit.In polyvinyl butyral resin is 100 parts (weight), and the plasticizer loading of plastic polyvinyl alcohol butyral resin is 20-60 part (weight), is good with 33-44 part (weight) especially.
Laminated safety glass has been widely used in automobile and building industry, and laminated safety glass has been proposed various requirement.By the middle layer with two or polylith glassy bond together, the chemical physical property of this plastic polyethylene butyral molding has decisive significance to the quality and the security of laminated glass.The effect in this middle layer is to give laminated glass and has good shock strength, because good bonding, glass fragment can bond together when taking place to collide.
Except above-mentioned mechanical property, the middle layer also will guarantee transparency height, fast light, waterproof and ageing-resistant (bonding intensity).In general, the plastic polyethylene butyral film that is used as the laminated safety glass middle layer is to being used for the bonding enough of vehicle glass, therefore perspex still can monoblock keep when colliding, when colliding, can give balance, so bonding ideal degree that reached simultaneously by absorbing energy.
Knew already, film weakens owing to having added different basic metal or alkaline earth metal compound with the bonding of glass, for example oxyhydroxide, salt and complex compound (DE-B-1596902, DE-B-1596894, US-A-3249488, US-A-3249489, US-A-3262835, US-A-3262836).One of shortcoming of these alkali reaction compounds is exactly to make the plastic polyvinyl alcohol butyral resin produce chemical transformation, because the damage of polyvinyl butyral acetal-plasticizer system causes variable color, because water-repellancy can not satisfactoryly make laminated safety glass produce muddiness.Variable color and the muddy transparency that all influences laminated safety glass.In addition, because the continuation influence of alkalescence, make the distribution of molecular dimension (as molecular weight), polymkeric substance and anti-aging etc. variation taken place all.When film edge is made moist, bondingly just weaken, film and glass break away from.
Therefore, now noted adopting silane as the bonding conditioning agent of plastic polyethylene butyral film (JP-A-81296/69, DE-C3-2410153, DE-A1-2650120).But whole silane of being advised so far all lack the circulation ratio of adhesion characteristic.In the extensive condenses that produces by hydrolysising silane when making film and the crosslinked quality (with the naked eye can see the irregular granule that exists on the film) that requires when all having got rid of laminated safety glass and the repeatability of adjustment film and bonding glass, cause practical application to be hindered.
It is to advocate peace with the moulding compound of silane compound as foils for laminated safety panes one class of bonding adjusting additive that task of the present invention is to be provided for making with part acetalation plastic polyvinyl alcohol.There is not above-mentioned defective in this composition.
Task of the present invention achieves a solution as silane compound by the organosilane that adopts logical formula I:
R 3-（O-R 4） mO-R 5-SiR 1R 2〔-O-（R 4-O） mR 3〕 （Ⅰ）
R in the formula 1And R 2Expression is the branched-chain alkyl of 1-4 carbon atom or expression arbitrarily separately:
-O-（R 4-O） mR 3;
R 3Expression is the branched-chain alkyl of 1-4 carbon atom or hydrogen arbitrarily separately, R 3Can be identical, also can be different:
R 4Expression is the branched-chain alkyl of 2-4 carbon atom arbitrarily separately, R 4Can be identical, also can be different;
R 5Represent the branched-chain alkyl of 1-6 carbon atom arbitrarily;
M represents respectively to do for oneself 0-16.
Organosilane as suggested in the present invention is unexpectedly with the advantage (bonding adjusting can reappear) of basic metal or alkaline earth metal compound and advantage (the transparency height of known silicon compound, anti-edge muddiness and variable color) combine, but eliminated its distinctive shortcoming.This is wondrous really because change expense over more than 20 year substantial contribution seek suitable material and all have no achievement.
Preferential having of adopting in the formula I silane:
R 4Be the straight-chain alkyl-sub-of 2-4 carbon atom, the R in the formula 4All identical;
R 3Be the straight chained alkyl of 1-4 carbon atom,
R 5Straight-chain alkyl-sub-for 2-6 carbon atom.
That preferentially adopt is R 1And R 2Respectively be formula-O-(R 4-O) mR 3, and both are identical.
R 4For in preferential what adopt is the alkylidene group (ethylidene) of 2 carbon atoms, R 3Respectively be methyl, m preferentially adopts 3.
Be applicable to that organosilane of the present invention for example has:
Structure is CH 3-(OC 2H 4) 3-O-(CH 2) 3-Si-((OC 2H 4) 3-O-CH 3) 33-(methyl triglycol oxygen base)-Trisilicopropane-trimethylammonium triethyleneglycol ester;
Structure is 3-(methyl triglycol oxygen base)-2-methyl-prop silane-trimethylammonium triethyleneglycol ester;
Structure is CH 3-CH 2-(OC 2H 4) 3-O-(CH 2) 3-Si-((OC 2H 4) 3-O-CH 2-CH 3) 33-(ethyl triglycol oxygen base)-Trisilicopropane-triethyl triethyleneglycol ester:
Structure is
Figure 901016942_IMG2
3-(ethyl triglycol oxygen base)-2-methyl-prop silane-triethyl triethyleneglycol ester;
Structure is CH 3-(CH 2) 3-(OC 2H 4) 3-O-(CH 2) 3-Si-((OC 2H 4) 3-O-(CH 2) 3-CH 3) 33-(butyl triglycol oxygen base)-Trisilicopropane-tributyl triethyleneglycol ester;
Structure is CH 3-(OC 2H 4) 3-O-(CH 2) 2-Si ((OC 2H 4) 3-O-CH 3) 32-(methyl triglycol oxygen base)-silicoethane-trimethylammonium triethyleneglycol ester;
Structure is CH 3-(OC 2H 4) 3-O-(CH 2) 4-Si-((OC 2H 4) 3-O-CH 3) 34-(methyl triglycol oxygen base)-tetrasilane-trimethylammonium triethyleneglycol ester;
Structure is CH 3-(OC 2H 4) 4-O-(CH 2) 3-Si-((OC 2H 4) 4-O-CH 3) 33-(methyl triglycol oxygen base)-Trisilicopropane-trimethylammonium triethyleneglycol ester;
Structure is CH 3-(OC 2H 4) 5-O-(CH 2) 3-Si-((OC 2H 4) 5-O-CH 3) 33-methylpent glycol oxygen base)-Trisilicopropane-trimethylammonium penta glycol ester;
Structure is CH 3(OC 2H 4) 3OCH 2Si(CH 3) ((OC 2H 4) 3OCH 3) 2Silicon-methyl-(methyl triglycol oxygen base)-methyl-dimethyl triethyleneglycol ester;
Structure is CH 3(OC 2H 4) 3OCH 2Si(CH 3) 2(OC 2H 4) 3OCH 3Silicon-silicon-dimethyl-(methyl triglycol oxygen base)-methyl-methyl triethyleneglycol ester;
The preferential especially silane that adopts is that structure is CH 3-(OC 2H 4) 3-O-(CH 2) 3-Si-((OC 2H 4) 3-OCH 3) 33-(methyl triglycol oxygen base)-Trisilicopropane-trimethylammonium triethyleneglycol ester.
From the organosilane of the known said structure of DE-C2-2652719 is the additive of hydraulic fluid.Preparation method about them can be with reference to this patent document and DE-OS-3908792(earlier application P 3908792.1, H ü ls AG, 1989.3.17, denomination of invention: " Verfahren zur Herstellung unsymmetrischer; endstandig einfach ungesattigter Glykolether ") and DE-OS 3908791(earlier application P 3908791.3, H ü ls AG, 1989.3.17, denomination of invention: " Verfahren zur Herstellung von siliciumorganischen Verbindungen ").
Preferably a kind or multiple organosilane of the present invention are evenly distributed in the polymerisate of plasticizer-containing.
Silane unexpectedly of the present invention only is the 0.003-0.8%(weight of plastic polyethylene butyral amount), so little amount can have been brought into play needed bonding regulating effect.
This eka-silicon and organofunctional silane preferably dissolve (also can disperse) in softening agent, and with polymerisate, by currently known methods in rolling press or extrusion machine, preferably be pressed into the film that thickness is 0.3-1.5mm (EP-A1-0185863, GB-PS-1271188).
Be suitable for the ester that known polyhydric acid, multivalence alcohol or few ether ethylene glycol are arranged according to prior art, two (2-ethylhexyl) adipic acid ester for example, dihexyl adipic acid ester, Uniflex DBS, dioctyl phthalate (DOP) as softening agent; Two, three and the ester of Tetraglycol 99 and straight or branched aliphatic carboxylic acid, or the mixture of these softening agent.The plasticiser mixture of phosphoric acid ester is used for the polyvinyl butyral acetal of high-content vinyl alcohol.
As softening agent of the present invention, at first be the ester of aliphatic diol and long chain aliphatic carboxylic acid, especially triglycol and the ester that contains the aliphatic carboxylic acid of 6-10 carbon atom, as using 2 Ethylbutanoic acid and enanthic acid.Plastic polyethylene butyral content is preferably the 24-32%(weight of softening agent).
Silane can also not influence property of thin film but can improve in the silane suitable solvent moistening to film except being used for the plastic polyethylene butyral, adopt the method (spray is dripped, seal) that is fit to silane processing on the surface of film.Aromatic solvent, ester class, chlorated hydro carbons and comparison non-polar solvent all are suitable for as solvent.
The silane that diluted in solvent can be coated in the surface of sheet glass, and when making laminated safety glass, the one side that is coated with silane is towards the plastic polyethylene butyral.
In general, the concentration of silane is with 0.003-0.8%(weight) be good, in most of the cases, 0.003-0.3%(weight) just enough, 0.01-0.1%(weight preferably).(all in respect to the plastic polyethylene butyral).
Polyvinyl acetal can produce the polyvinyl ester of hydrolysis through acetalation.Formaldehyde, acetaldehyde, propionic aldehyde, butyraldehyde and valeral etc. can use as the example of aldehydes, are good with butyraldehyde especially wherein.The hydroxyl of polyvinyl ester belongs to the aliphatic acid of 1-8 carbon atom, is good with acetoxyl.The content of polyvinylacetal is the 0-20%(weight of ethanoyl), especially with 0.5-3.0%(weight) be good.
Preferably use part butyraldehyde polyvinyl alcohol (PVB).
Basically the deformable polyvinyl butyral resin of various thermoplastics all can be used as polyvinyl butyral resin.The content of used resin is with 15-23%(weight) vinyl alcohol unit be good.
The water content of film can transfer to 0.2-0.8%(weight).
In the optimised process of making laminated safety glass, film of the present invention can be placed between the sheet glass of identical or different thickness, 60-100 ℃ down compacting form pre-complex body, compacting 10-30 minute in the autoclave of 120-160 ℃ and 8-16 crust then can obtain composite product.
In the test described in giving an example, the embodiment that sets up by following testing method is used for identifying the rupture strength of film and the haziness on color property and the laminated safety glass edge:
Press the standard testing rupture strength of ANSI-26.1-1983.5.26 test 26.Under 23 ℃, the laminated glass plate level of 30 * 30cm is placed in the framework, the steel ball of 2.26kg is from the center of last free-falling at laminated glass pane.In this test, change descent altitude, and notice under various different descent altitude, 8 are not hit by steel ball and split in 10 samples.The height of the distance expression steel ball landing between steel ball and the glass surface.Descent altitude is big more, and the rupture strength of laminated safety glass is also high more.
According to the kind C of ASTM-D-1925(light, 2 ° of observation persons), use Labscan 5100 type optical spectrum instrumentations to measure yellowness index (△ YI represents that laminated safety glass is poor with the value of no film glass).The △ b value that provides is equivalent to the YI of ASTM-D-1925.
According to ANSI 26.1-1977, No.5.3, test 3, the turbidity of test on the edge that influences bond strength and transparency, wherein measurement is penetrated into the width of the muddy marginal band of laminated safety glass inside.
Embodiment 1
72%(weight) the vinyl alcohol unit of polyvinyl butyral resin (20.5%(weight)) and 28%(weight) as triglycol-two heptanoate of softening agent, wherein be dissolved with 0.7%(weight) Tinuvin P(light stabilizer, Ciba Geigy) and 0.14-0.21%(weight) 3-(methyl triglycol oxygen base)-Trisilicopropane-trimethylammonium triethyleneglycol ester (all by with respect to the plasticising quantimeter), be squeezed into the thick film of 0.76mm by the described method of EP-A1-0185863, according to climatic condition water content is transferred to average out to 0.45%(weight), the light sheet glass that 2.2mm is thick is processed into laminated safety glass.
Embodiment 2
Press embodiment 1 and make laminated safety glass, but use 0.14-0.21%(weight) 2-(methyl triglycol oxygen base)-silicoethane-trimethylammonium triethyleneglycol ester (with respect to plasticising dosage).
Embodiment 3
Press embodiment 1 and make laminated safety glass, but use 0.14-0.21%(weight) 4-(methyl triglycol oxygen base)-tetrasilane-trimethylammonium triethyleneglycol ester (with respect to plasticising dosage).
Comparative Examples 4
Press embodiment 1 method manufacturing, but use 4.6%(weight) the 10%(weight of (with respect to plasticising dosage)) potassium acetate solution replaces silane of the present invention.
Comparative Examples 5
Press embodiment 1 method manufacturing, but use 1-1.8%(weight) (with respect to plasticising dosage) isobutyl--Trimethoxy silane of being equivalent to DE-C-2410153 replaces silane of the present invention.
Be equivalent to test the compound glass of 1-5, carry out steel ball landing test (table 1) by ANSI-26.1-1983.
Table 1
Height of the fall ball (m)
Additives 4Concentration %(weight) in year first years of a historical period
Potassium acetate 0.13 5.25 5.50
Isobutyl--
Trimethoxy silane
(example 5) 0.3 2.00 2.50
(example 5) 0.4 3.50 2.75
(example 5) 0.5 4.25 3.25
MTG-silane 10.04 5.25 5.25
MTG-silane 10.05 5.50 5.50
MTG-silane 10.06 5.50 5.75
MTG-silane 20.04 5.50 5.25
MTG-silane 20.05 5.25 5.50
MTG-silane 20.06 5.50 5.50
MTG-silane 30.04 5.25 5.25
MTG-silane 30.05 5.50 5.25
MTG-silane 30.06 5.25 5.25
1) 3-(methyl triglycol oxygen base)-Trisilicopropane-trimethylammonium triethyleneglycol ester
2) 2-(methyl triglycol oxygen base)-silicoethane-trimethylammonium triethyleneglycol ester
3) 4-(methyl triglycol oxygen base)-tetrasilane-trimethylammonium triethyleneglycol ester
4) with respect to polymkeric substance-plasticiser mixture total amount
The optical purity (not having irregular granule) of bonding contrast effect of silane (representing with the steel ball descent altitude) and film only just can reach requirement and reproduction when using silane of the present invention.Satisfactory rupture strength (＞4m) when using silane of the present invention, just on laminated glass, show its circulation ratio, film wherein be in the different time (beginning of the year and year in) make.
The test result of yellowness index (ASTM-D-1925) and edge muddiness (ANSI 26.1-1977) is shown in table 2.
Table 2
Additive concentration %(weight) explanation of muddy edge, △ YI △ b edge muddiness
（mm）
Potassium acetate 0.13 3.35 1.85 8 long-term existence
(Comparative Examples)
MTG-silane 10.04 do not exist in 1.80 1.06 2 14 days
MTG-silane 10.05 1.90 1.11 2
MTG-silane 10.06 1.73 1.01 2
MTG-silane 20.04 1.85 1.10 2
MTG-silane 20.05 1.80 1.05 2
MTG-silane 20.06 1.90 1.15 2
MTG-silane 30.04 1.75 1.02 2
MTG-silane 30.05 1.82 1.07 2
MTG-silane 30.06 1.88 1.13 2
1) 3-(methyl triglycol oxygen base)-Trisilicopropane-trimethylammonium triethyleneglycol ester
2) 2-(methyl triglycol oxygen base)-silicoethane-trimethylammonium triethyleneglycol ester
3) 4-(methyl triglycol oxygen base)-tetrasilane-trimethylammonium glycol ether ester
Embodiment 6
Press embodiment 1 method and make film and laminated safety glass, but replace the positive heptanoate of triglycol-two with triglycol-two isoamyl acetic acid ester.
The results are shown in table 3 and table 4.
Table 3
Steel ball descent altitude (m)
Additives concentration %(weight) in year first years of a historical period
Potassium acetate 0.12 5.25 5.50
MTG-silane 10.04 5.25 5.25
MTG-silane 10.05 5.25 5.50
MTG-silane 10.06 5.75 5.50
MTG-silane 20.04 5.50 5.50
MTG-silane 20.05 5.50 5.25
MTG-silane 20.06 5.25 5.50
MTG-silane 30.04 5.25 5.50
MTG-silane 30.05 5.50 5.50
MTG-silane 30.06 5.25 5.25
1) 3-(methyl triglycol oxygen base)-Trisilicopropane-trimethylammonium triethyleneglycol ester
2) 2-(methyl triglycol oxygen base)-silicoethane-trimethylammonium triethyleneglycol ester
3) 4-(methyl triglycol oxygen base)-tetrasilane-trimethylammonium triethyleneglycol ester
4) with respect to polymkeric substance-plasticiser mixture total amount
Table 4
Additive concentration %(weight) explanation of muddy edge, △ YI △ b edge muddiness
（mm）
Potassium acetate 0.12 3.34 1.85 6.5 long-term existence
(Comparative Examples)
MTG-silane 10.04 do not exist in 2.08 1.20 2 14 days
MTG-silane 10.05 2.17 1.26 1.5
MTG-silane 10.06 2.09 1.21 1
MTG-silane 20.04 2.11 1.24 1.5
MTG-silane 20.05 2.02 1.18 1
MTG-silane 20.06 2.06 1.22 1
MTG-silane 30.04 2.15 1.26 1
MTG-silane 30.05 2.10 1.22 1
MTG-silane 30.06 2.12 1.24 1.5
1) 3-(methyl triglycol oxygen base)-Trisilicopropane-trimethylammonium triethyleneglycol ester
2) 2-(methyl triglycol oxygen base)-silicoethane-trimethylammonium triethyleneglycol ester
3) 4-(methyl triglycol oxygen base)-tetrasilane-trimethylammonium triethyleneglycol ester

Claims (11)

1, a kind of moulding compound, be used to make plastic polyvinyl alcohol with the part acetalation, particularly the class film of polyvinyl butyral acetal (PVB) for advocating peace and using as the laminated safety glass of bonding adjusting additive with silane compound is characterized in that used silane compound is the organosilane of general formula (I)
R 3-(O-R 4)mO-R 5-SiR 1R 2[-O-(R 4-O)mR 3] (I)
R in the formula 1And R 2Expression is the branched-chain alkyl of 1-4 carbon atom or expression arbitrarily separately:
-O-(R 4-O)mR 3；
R 3Expression is the branched-chain alkyl of 1-4 carbon atom or hydrogen arbitrarily separately, R 3Can be identical, also can be different:
R 4Expression is the branched-chain alkyl of 2-4 carbon atom arbitrarily separately, R 4Can be identical, also can be different;
R 5Represent the branched-chain alkyl of 1-6 carbon atom arbitrarily;
M represents respectively to do for oneself 0-16.
2,, it is characterized in that in the logical formula I by the moulding compound of claim 1
R 4Be the straight-chain alkyl-sub-of 2-4 carbon atom, the R in the formula 4All identical;
R 3Be the straight chained alkyl of 1-4 carbon atom,
R 5Straight-chain alkyl-sub-for 2-6 carbon atom.
3,, it is characterized in that in the logical formula I R by the moulding compound of one of claim 1 or 2 1And R 2Respectively be formula-O-(R 4-O) mR 3, and both are identical.
4,, it is characterized in that in the logical formula I R by the moulding compound of one of claim 1 to 3 4It is the alkylidene group (ethylidene) of 2 carbon atoms.
5,, it is characterized in that in the logical formula I R by the moulding compound of one of claim 1 to 4 3Be methyl, m is 3.
6, by the moulding compound of one of claim 1 to 5, it is characterized in that using one or more following silane:
A) structure is CH 3-(OC 2H 4) 3-O-(CH 2) 3-Si-((OC 2H 4) 3-O-CH 3) 33-(methyl triglycol oxygen base)-Trisilicopropane-trimethylammonium-triethyleneglycol ester;
B) structure is CH 3-(OC 2H 4) 3-O-(CH 2) 2-Si-((OC 2H 4) 3-O-CH 3) 32-(methyl triglycol oxygen base)-silicoethane-trimethylammonium-triethyleneglycol ester:
C) structure is CH 3-(OC 2H 4) 3-O-(CH 2) 4-Si-((OC 2H 4) 3-O-CH 3) 34-(methyl triglycol oxygen base)-tetrasilane-trimethylammonium-triethyleneglycol ester;
7, by the moulding compound of one of claim 1 to 6, the consumption that it is characterized in that silane is the 0.003-0.8%(weight with respect to plastic polyethylene butyral amount), with as many as 0.3%(weight) be good, with 0.01-0.1%(weight) better.
8, by the moulding compound of one of claim 1 to 7, it is characterized in that the 10-28%(weight of the content of polyvinyl butyral resin with respect to the polymerisate amount) vinyl alcohol unit, with 15-23%(weight) vinyl alcohol unit is good.
9, by the moulding compound of one of claim 1 to 8, it is characterized in that in the polyvinyl butyral resin of plasticizer-containing that the content of softening agent is about the 15-45%(weight of polymerisate-plasticiser mixture), especially with 24-32%(weight) be good.
10, the film of being suppressed by the moulding compound of one of claim 1 to 9 is used as the middle layer of laminated glass.
11, make the method for laminated safety glass, by plastic polyvinyl alcohol with the part acetalation, particularly polyvinyl butyral acetal is main plastics film, two or polylith glass are bonded together mutually, wherein bonding between sheet glass and plastics film is bonding adjusting additive is applied to the surface of the surface of sheet glass and/or film and/or is incorporated in the film, it is characterized in that organosilane with one of claim 1 to 6 is as bonding adjusting additive.
CN90101694A 1989-03-25 1990-03-24 Make the moulding compound of foils for laminated safety panes Pending CN1045984A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3909876A DE3909876A1 (en) 1989-03-25 1989-03-25 MOLDING FOR THE PRODUCTION OF FILMS FOR COMPOSITE SAFETY WINDOWS
DEP3909876.1 1989-03-25

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CN1045984A true CN1045984A (en) 1990-10-10

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EP (1) EP0464070A1 (en)
JP (1) JPH04504273A (en)
KR (1) KR920701334A (en)
CN (1) CN1045984A (en)
BR (1) BR9007252A (en)
DE (1) DE3909876A1 (en)
WO (1) WO1990011324A1 (en)

Cited By (3)

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Publication number Priority date Publication date Assignee Title
CN100345897C (en) * 2002-07-31 2007-10-31 纳幕尔杜邦公司 Polyvinylbutyral interlayer sheet with improved adhesion to glass and a process for preparing same
CN101903172A (en) * 2007-12-18 2010-12-01 可乐丽股份有限公司 Interlayer film for laminated glass, method for manufacturing the same, and laminated glass containing the same
CN107109016A (en) * 2014-12-08 2017-08-29 首诺公司 Multilayer sandwich with improved optical characteristics and sound damping

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FR2720683B1 (en) * 1994-06-02 1996-07-05 Saint Gobain Vitrage Fire resistant interlayer film and its use in laminated glass.
DE19643404A1 (en) * 1996-10-21 1998-04-23 Huels Troisdorf Process for the production of composite safety washers
JP5351227B2 (en) * 2011-08-31 2013-11-27 富士フイルム株式会社 Resin composition for laser engraving, relief printing plate precursor for laser engraving and method for producing the same, plate making method for relief printing plate, and relief printing plate
US10899112B2 (en) * 2014-11-10 2021-01-26 Kuraray Co., Ltd. Interlayer film for laminated glass and laminated glass

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DE2650120A1 (en) * 1976-10-30 1978-05-03 Dynamit Nobel Ag Manufacture of laminated security glass for windscreens etc. - using silane(s) to bind olefin polymer(s) to glass
DE2549474A1 (en) * 1975-11-05 1977-05-12 Dynamit Nobel Ag METHOD FOR MANUFACTURING LAMINATED SAFETY GLASS
DE2820780A1 (en) * 1978-05-12 1979-11-15 Dynamit Nobel Ag SOFTENING FILMS FROM PARTLY ACETALIZED POLYVINYL ALCOHOLS
US4567221A (en) * 1983-03-31 1986-01-28 Kuraray Co., Ltd. Water resistant compositions
DE3347040A1 (en) * 1983-12-24 1985-06-27 Dynamit Nobel Ag, 5210 Troisdorf METHOD FOR PRODUCING LIGHT-RESISTANT POLYVINYLBUTYRAL FILMS
US4544724A (en) * 1984-06-19 1985-10-01 E. I. Du Pont De Nemours And Company Silylated vinyl alcohol polymers

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100345897C (en) * 2002-07-31 2007-10-31 纳幕尔杜邦公司 Polyvinylbutyral interlayer sheet with improved adhesion to glass and a process for preparing same
CN101903172A (en) * 2007-12-18 2010-12-01 可乐丽股份有限公司 Interlayer film for laminated glass, method for manufacturing the same, and laminated glass containing the same
CN107109016A (en) * 2014-12-08 2017-08-29 首诺公司 Multilayer sandwich with improved optical characteristics and sound damping
CN107109016B (en) * 2014-12-08 2021-01-26 首诺公司 Multi-layer interlayers having improved optical and acoustical properties

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KR920701334A (en) 1992-08-11
DE3909876A1 (en) 1990-09-27
JPH04504273A (en) 1992-07-30
EP0464070A1 (en) 1992-01-08
BR9007252A (en) 1992-03-17
WO1990011324A1 (en) 1990-10-04

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