WO2018131490A1 - Composition à libération élevée pour feuilles de libération, et feuille de libération - Google Patents

Composition à libération élevée pour feuilles de libération, et feuille de libération Download PDF

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WO2018131490A1
WO2018131490A1 PCT/JP2017/047013 JP2017047013W WO2018131490A1 WO 2018131490 A1 WO2018131490 A1 WO 2018131490A1 JP 2017047013 W JP2017047013 W JP 2017047013W WO 2018131490 A1 WO2018131490 A1 WO 2018131490A1
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sio
component
release
group
composition
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PCT/JP2017/047013
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Japanese (ja)
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中 小林
井原　俊明
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信越化学工業株式会社
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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
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere

Definitions

  • the present invention relates to an addition reaction curable heavy release composition for release sheet that gives an excellent heavy release effect, and a release sheet using the same.
  • a cured film of an organopolysiloxane composition is formed on the base material surface to impart release characteristics.
  • the peelable film formation method by addition reaction is excellent in curability and can respond to various peel characteristics requirements from low speed peel to high speed peel. Therefore, it is widely used.
  • the method for forming a peelable film by this addition reaction includes a type in which an organopolysiloxane composition is dissolved in an organic solvent, a type in which the composition is dispersed in water using an emulsifier, and a solventless type consisting only of an organopolysiloxane.
  • the solvent type has a drawback that it may be harmful to the human body and the environment, switching from the solvent type to the solventless type is progressing from the viewpoint of safety.
  • organopolysiloxane compositions for release paper are required to have various peeling forces depending on the purpose.
  • an alkenyl group-containing MQ resin (What is M unit?) R ′ 3 SiO 1/2 units and Q units mean SiO 4/2 units, and R ′ represents a monovalent hydrocarbon group, the same shall apply hereinafter).
  • the alkenyl group-containing MQ resin is often a resinous or highly viscous compound, and when added in a large amount, it cannot be used unless it is diluted in an organic solvent. Further, if it is added in a small amount, it can be used without a solvent, but in such a case, the heavy peeling effect is insufficient. Further, it is known that the alkenyl group-containing MQ resin has a tendency that the peeling force decreases with time as compared with the peeling force immediately after curing, and a resin having no change in peeling force with time is required.
  • zipping when the tape is peeled from the heavy release sheet, peeling sound (zipping) may be a problem. Although there are many unclear parts regarding the detailed mechanism of zipping, there is a tendency that zipping is likely to occur particularly in a highly-peeled sheet with high crosslink density. Therefore, in developing a heavy release sheet, suppression of zipping is also an important issue.
  • Patent Document 1 Japanese Patent Publication No. 5-53183 (Patent Document 1) is a combination of an alkenyl group-containing MQ resin and an alkenyl group-free MQ resin in an organopolysiloxane composition for release paper, and the change in peel force over time. However, the effect of heavy peeling is insufficient.
  • Patent Document 2 Japanese Patent No. 2750896 is a composition in which an alkenyl group-containing resin is blended in an organopolysiloxane composition for a solvent-type addition reaction type release paper, and low temperature curability and a peeling force with little change with time are obtained.
  • heavy peeling is not the purpose and the peeling force is not large.
  • the following technique has been reported as a method for performing heavy release by adding an organopolysiloxane resin having adhesiveness to an addition reaction type organopolysiloxane composition.
  • Patent Document 3 is an adhesive organopolysiloxane protective coating having a partially dehydrated condensation of a curable silicone rubber, an organopolysiloxane having hydroxyl groups at both ends and an MQ unit-containing silicone resin. . Since these silicone rubbers and silicone resins are highly viscous or solid, a solvent is required.
  • Patent Document 4 is a technique relating to an organopolysiloxane pressure-sensitive adhesive mainly composed of a mixture or partial condensate of vinyl raw rubber and MQ resin. This uses a silicone rubber and requires a solvent, and does not touch the effect as a heavy release composition for release paper.
  • the peeling force in the examples is only 1.4 times to 2.2 times at a low speed (0.3 m / min) compared with the comparative example without addition of the condensation reaction product, which is sufficient.
  • the heavy peeling effect is not obtained. This is because the content of the hydroxyl group or alkoxy group of (a1) used is as low as 0.3 to 2.0% by mass, there are few reaction points with (a2), and it has a crosslinked structure by sufficient condensation. This is presumed to be because there is not.
  • Patent Document 6 Japanese Patent Application Laid-Open No. 5-329184 is a patent for the purpose of suppressing zipping when peeling a tape from a diaper.
  • zipping can be suppressed, a solvent is used in the release layer, and only evaluation as an adhesive is performed, and the release characteristics are not mentioned.
  • Patent Document 7 presents a method of increasing the peel strength of a pressure-sensitive adhesive without using an alkenyl group-containing MQ resin.
  • This is a composition in which the crosslink density is adjusted by using a higher alkenyl group at the crosslink site, but the zipping is not mentioned, and since the alkenyl group-containing MQ resin is not used, the heavy peeling effect is insufficient. .
  • JP-A-7-188562 is a heavy release composition using an alkenyl group-containing MQ resin, ⁇ , ⁇ -diolefin, and organohydrogenpolysiloxane.
  • an alkenyl group-containing MQ resin and ⁇ , ⁇ -diolefin have a very high peeling force, no problem has been raised about zipping, and a means to solve this problem has also been suggested. Absent.
  • the present invention has been made in view of the above circumstances, and is excellent in a heavy peeling effect, suppresses zipping at the time of peeling, and further reduces the peeling force over time after curing, and a heavy release composition for a release sheet, and curing thereof. It aims at providing the peeling sheet in which the membrane
  • Organopolysiloxane having an alkenyl group 65 to 90 parts by mass of component (B) with respect to 100 parts by mass in total of component (A) and component (B) (C)
  • R 4 is an unsubstituted or substituted monovalent hydrocarbon group which does not contain an alkenyl group independently, and c and d are 0.7 ⁇ c ⁇ 2.1, 0.001 ⁇ d ⁇ 1.
  • organohydrogenpolysiloxane having at least two hydrogen atoms bonded to a silicon atom represented by the formula: in the component (C) with respect to all alkenyl groups in the components (A) and (B) An amount in which hydrogen atoms bonded to silicon atoms are 0.5 to 5.0 times mol, (D) platinum group metal catalyst: a heavy release composition for a release sheet containing an effective amount,
  • the component (B) has an organopolysiloxane resin (B-1) having a three-dimensional network structure having at least two alkenyl groups in one molecule and being waxy or solid at 25 ° C., and at 25 ° C.
  • the component (C) has an organohydrogenpolysiloxane (C-1) having a hydrogen atom bonded to a silicon atom in the side chain, and a hydrogen atom bonded to a silicon atom at the terminal and not in the side chain.
  • Release sheet which is a combination of organohydrogenpolysiloxane (C-2) and has a mass ratio (C-2) / (C-1) of components (C-1) to (C-2) of 1 to 5 Heavy release composition.
  • the component (B-1) has the following average composition formula (4): (R 6 3 SiO 1/2 ) e (R 5 R 6 2 SiO 1/2 ) f (R 5 R 6 SiO) g (R 6 2 SiO) h (R 5 SiO 3/2 ) i (R 6 SiO 3/2 ) j (SiO 4/2 ) k (4)
  • R 5 independently represents an alkenyl group
  • R 6 independently represents an unsubstituted or substituted monovalent hydrocarbon group not containing an alkenyl group, provided that at least 80 mol% of all R 6 is a methyl group.
  • the above (B-2) is the following average composition formula (5): (R 8 3 SiO 1/2 ) l (R 7 R 8 2 SiO 1/2 ) m (R 8 2 SiO) n (R 8 SiO 3/2 ) p (SiO 4/2 ) q (5) ) (Wherein R 7 independently represents an alkenyl group, R 8 independently represents an unsubstituted or substituted monovalent hydrocarbon group not containing an alkenyl group, provided that at least 80 mol% of all R 8 is a methyl group.
  • the component (C-1) is the following average composition formula (6): (R 9 3 SiO 1/2 ) r (R 9 2 HSiO 1/2 ) s (R 9 HSiO) t (R 9 2 SiO) u (HSiO 3/2 ) v (R 9 SiO 3/2 ) w ( SiO 4/2 ) x (6)
  • R 9 independently represents an unsubstituted or substituted monovalent hydrocarbon group not containing an alkenyl group
  • r, s, t, u, v, w and x are r ⁇ 0 and s ⁇ , respectively.
  • the heavy release composition for release sheets according to any one of [1] to [3], which is an organohydrogenpolysiloxane having a hydrogen atom bonded to a silicon atom in its side chain, represented by: [5].
  • the component (C-2) has the following average composition formula (7): (R 10 3 SiO 1/2 ) ⁇ (R 10 2 HSiO 1/2 ) ⁇ (R 10 2 SiO) ⁇ (R 10 SiO 3/2 ) ⁇ (SiO 4/2 ) ⁇ (7) (Wherein R 10 independently represents an unsubstituted or substituted monovalent hydrocarbon group not containing an alkenyl group, and ⁇ , ⁇ , ⁇ , and ⁇ are ⁇ ⁇ 0, ⁇ > 0, ⁇ , respectively.
  • the heavy release composition for release sheet of the present invention can obtain a very large release force even when compared with conventional heavy release compositions. Moreover, since zipping at the time of peeling is suppressed and the decrease in peeling force with time after curing is small, it is useful as a material for a release sheet for heavy peeling.
  • the component (A) is represented by the following general formula (1): (In the formula, R 1 is an alkenyl group, R 2 is an unsubstituted or substituted monovalent hydrocarbon group that does not contain an alkenyl group, and a is a positive number that satisfies 1 ⁇ a ⁇ 200.) It is a one-terminal reactive organopolysiloxane having one alkenyl group at the end, represented by: By using this one-terminal reactive organopolysiloxane having one alkenyl group at the end of component (A) to adjust the crosslinking density, the release sheet heavy release composition (hereinafter referred to as the heavy release composition) of the present invention. It is possible to provide a release sheet without zipping.
  • (A) component can be used individually by 1 type or in combination of 2 or more types as appropriate.
  • R 1 is independently an alkenyl group, and the number of carbon atoms is usually 2 to 8, preferably 2 to 4. Specific examples include vinyl group, allyl group, butenyl group, pentenyl group, hexenyl group, heptenyl group and the like, and vinyl group is preferable.
  • R 2 is an unsubstituted or substituted monovalent hydrocarbon group that does not contain an alkenyl group, and is not particularly limited as long as it does not have an alkenyl group.
  • the number of unsubstituted or substituted carbon atoms is Usually, a monovalent hydrocarbon group of 1 to 12, preferably 1 to 10, is mentioned.
  • Examples of the unsubstituted or substituted monovalent hydrocarbon group include alkyl groups such as a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, and a heptyl group; a cycloalkyl group such as a cyclohexyl group; Aryl groups such as a group, tolyl group, xylyl group and naphthyl group; aralkyl groups such as a benzyl group and a phenethyl group; some or all of hydrogen atoms of these groups are halogen atoms such as a chlorine atom, a fluorine atom and a bromine atom Examples thereof include halogenated alkyl groups such as substituted chloromethyl group, 3-chloropropyl group, and 3,3,3-trifluoropropyl group. Of these, an alkyl group is preferable, and a
  • A is a positive number satisfying 1 ⁇ a ⁇ 200, preferably 5 ⁇ a ⁇ 100, more preferably a positive number satisfying 5 ⁇ a ⁇ 30.
  • component (A) examples include the following compounds (wherein Bu represents a butyl group).
  • the content of the component (A) is 10 to 35 parts by mass with respect to 100 parts by mass in total of the components (A) and (B).
  • content of the component (A) is less than 10 parts by mass, the crosslink density of the cured product becomes high, causing a problem that zipping occurs.
  • content of (A) component exceeds 35 mass parts, since the crosslinking density of hardened
  • Component (B) has the following average composition formula (2): R 3 b SiO (4-b) / 2 (2) (Wherein R 3 is independently an unsubstituted or substituted monovalent hydrocarbon group, and b is a positive number satisfying 0 ⁇ b ⁇ 3).
  • a component can be used individually by 1 type or in combination of 2 or more types.
  • 0.1 to 40 mol% is preferably an alkenyl group, and 0.2 to 20 mol% is preferable. More preferred.
  • the alkenyl group content is in the range of 0.1 to 40 mol%, the crosslinking reaction proceeds sufficiently and a film having a high heavy peeling effect can be obtained.
  • Examples of the unsubstituted or substituted monovalent hydrocarbon group other than the alkenyl group in the component (B) include the same as those specifically exemplified as R 2 in the general formula (1) of the component (A). Of these, an alkyl group is preferable, and a methyl group is more preferable.
  • the component (B) comprises an organopolysiloxane resin (B-1) having a three-dimensional network structure having a waxy shape or a solid shape at 25 ° C. having at least two alkenyl groups in one molecule;
  • the mass ratio (B-2) / (B-1) to component is 0.1 to 0.5.
  • wax means a gum shape (raw rubber shape) of 10,000 Pa ⁇ s or more, particularly 100,000 Pa ⁇ s or more at 25 ° C., which hardly exhibits self-fluidity.
  • measurement of a viscosity is the value (henceforth the same) of the absolute viscosity measured with a B-type rotational viscometer at 25 degreeC.
  • (B-1) includes the following average composition formula (4): (R 6 3 SiO 1/2 ) e (R 5 R 6 2 SiO 1/2 ) f (R 5 R 6 SiO) g (R 6 2 SiO) h (R 5 SiO 3/2 ) i (R 6 SiO 3/2 ) j (SiO 4/2 ) k (4)
  • R 5 independently represents an alkenyl group
  • R 6 independently represents an unsubstituted or substituted monovalent hydrocarbon group not containing an alkenyl group, provided that at least 80 mol% of all R 6 is a methyl group.
  • examples of the alkenyl group represented by R 5 are the same as those specifically exemplified as R 1 in the formula (1) of the component (A). preferable.
  • examples of the unsubstituted or substituted monovalent hydrocarbon group other than the alkenyl group represented by R 6 are the same as those specifically exemplified as R 2 in the formula (1) of the component (A).
  • At least 80 mol% of R 5 is a methyl group. When the proportion of methyl groups is less than 80 mol% of the total R 5 , the composition is inferior in compatibility with the component (A), so that the composition may become cloudy and a uniform film may not be obtained.
  • e is 0 to 0.65
  • f is 0 to 0.65
  • g is 0 to 0.5
  • h is 0 to 0.5
  • i is 0 to 0.8
  • j is 0 to 0.8
  • k is A number of 0 to 0.6 is preferred.
  • f + g + i is preferably a number of 0.1 to 0.8
  • i + j + k is preferably a number of 0.1 to 0.8, particularly preferably 0.2 to 0.6
  • (e + f + g + h) / ( i + j + k) is preferably a number from 0.6 to 1.25.
  • organopolysiloxane resin represented by the average composition formula (4) examples include the following. (Me 3 SiO 1/2 ) e (ViMe 2 SiO 1/2 ) f (SiO 4/2 ) k (ViMe 2 SiO 1/2 ) f (SiO 4/2 ) k (ViMeSiO) g (Me 2 SiO) h (MeSiO 3/2 ) j (ViMe 2 SiO 1/2 ) f (Me 2 SiO) h (ViSiO 3/2 ) i (ViMe 2 SiO 1/2 ) f (Me 2 SiO) h (MeSiO 3/2 ) j (Me 3 SiO 1/2 ) e (ViMe 2 SiO 1/2 ) f (Me 2 SiO) h (MeSiO 3/2 ) j (Me 3 SiO 1/2 ) e (ViMe 2 SiO 1/2 ) f (Me 2 Si
  • the linear or branched organopolysiloxane having at least two alkenyl groups at the terminal, which is liquid at 25 ° C., has the following average composition formula (5): (R 8 3 SiO 1/2 ) l (R 7 R 8 2 SiO 1/2 ) m (R 8 2 SiO) n (R 8 SiO 3/2 ) p (SiO 4/2 ) q (5) ) (Wherein R 7 independently represents an alkenyl group, R 8 independently represents an unsubstituted or substituted monovalent hydrocarbon group not containing an alkenyl group, provided that at least 80 mol% of all R 8 is a methyl group.
  • examples of the alkenyl group represented by R 7 are the same as those specifically exemplified as R 1 in the formula (1) of the component (A). preferable.
  • the unsubstituted or substituted monovalent hydrocarbon group other than the alkenyl group represented by R 8 is the same as that specifically exemplified as R 2 in the formula (1) of the component (A).
  • At least 80 mol% of all R 8 are methyl groups. When the ratio of methyl groups is less than 80 mol% of the total R 8 , the composition is inferior in compatibility with the component (A), so that the composition may become cloudy and a uniform film may not be obtained.
  • l is 0 to 0.65
  • m is 0.01 to 0.65
  • n is 0 to 1
  • p is 0 to 0.1
  • q is 0 to 0.1.
  • n + p + q is preferably a number of 0.5 to 1, particularly 0.7 to 1
  • p + q is preferably a number of less than 0.1.
  • p + q exceeds 0.1, the crosslink density of the cured product becomes high, causing a problem that zipping occurs.
  • the viscosity of component (B) at 25 ° C. is preferably 1,000 mPa ⁇ s or less, more preferably 0.5 to 1,000 mPa ⁇ s, and even more preferably 2 to 500 mPa ⁇ s.
  • the viscosity exceeds 1,000 mPa ⁇ s, there is a problem that the viscosity of the composition becomes high and the composition cannot be used unless it is diluted with a solvent.
  • the ratio of the organopolysiloxane resin (B-1) having a three-dimensional network structure and the linear or branched organopolysiloxane (B-2) in the component (B) is also important for the composition of the present invention.
  • (B-2) / (B-1) is less than 0.1, the crosslink density of the cured product becomes high and zipping occurs. Further, when (B-2) / (B-1) exceeds 0.5, it is difficult to obtain a target heavy peeling effect because the crosslinking density of the cured product is unnecessarily lowered. Become.
  • the content of the component (B) is 65 to 90 parts by mass with respect to 100 parts by mass in total of the components (A) and (B).
  • Component (C) has the following average composition formula (3): R 4 c H d SiO (4-cd) / 2 (3) (In the formula, R 4 is an unsubstituted or substituted monovalent hydrocarbon group which does not contain an alkenyl group independently, and c and d are 0.7 ⁇ c ⁇ 2.1, 0.001 ⁇ d ⁇ 1. 0 and a positive number satisfying 0.8 ⁇ c + d ⁇ 3.0.) And an organohydrogenpolysiloxane having at least two hydrogen atoms bonded to a silicon atom in one molecule.
  • the component (C) serves as a crosslinking agent that reacts with the alkenyl group contained in the components (A) and (B) by a hydrosilylation reaction to cause crosslinking.
  • the viscosity of the component (C) is preferably 1,000 mPa ⁇ s or less, more preferably 0.5 to 1,000 mPa ⁇ s, even more preferably 2 to 200 mPa ⁇ s at 25 ° C.
  • the hydrogen atoms bonded to the silicon atoms in the component (C) are 0.5 to 5.0 mol times the total alkenyl groups in the components (A) and (B).
  • the amount is controlled to 0.7 to 3.0 mole times. If this amount does not satisfy the amount of 0.5 to 5.0 mole times, the balance of crosslinking may be inappropriate.
  • the content of hydrogen atoms bonded to the silicon atom is preferably in the range of 0.001 to 0.02 mol, and in the range of 0.002 to 0.017 mol, per gram of the component (C). It is more preferable that
  • the unsubstituted or substituted monovalent hydrocarbon group not containing the alkenyl group represented by R 4 is specifically exemplified as R 2 in the formula (1) of the component (A).
  • R 2 in the formula (1) of the component (A).
  • at least 50 mol%, typically 60 to 100 mol%, of the total R 4 is a methyl group.
  • the compatibility with the component (A) and the component (B) is inferior, and there is a possibility that problems such as cloudiness or phase separation of the composition may occur.
  • c is a positive number satisfying 0.7 ⁇ c ⁇ 2.1, d is 0.001 ⁇ d ⁇ 1.0, and c + d is 0.8 ⁇ c + d ⁇ 3.0.
  • the component (C) includes an organohydrogenpolysiloxane (C-1) having a hydrogen atom bonded to a silicon atom in the side chain, and a hydrogen atom bonded to the silicon atom at the terminal and in the side chain. Is composed of a combination of organohydrogenpolysiloxane (C-2) that does not have.
  • the component (C-1) is a component mainly for imparting adhesion to the substrate, and the component (C-2) is a component for adjusting the crosslinking density.
  • a component can be used individually by 1 type or in combination of 2 or more types as appropriate.
  • Examples of the unsubstituted or substituted monovalent hydrocarbon group other than the alkenyl group represented by R 9 are the same as those specifically exemplified as R 2 in the formula (1) of the component (A), and alkyl. Group is preferred, and a methyl group is more preferred.
  • r is 0 to 0.65
  • s is 0 to 0.65
  • t is 0 to 1
  • u is 0 to 1
  • v is 0 to 1
  • w is 0 to 0.75
  • x is 0 to 0.65. It is preferably a number.
  • t + v is preferably from 0.01 to 1.
  • (C-2) includes (R 10 3 SiO 1/2 ) ⁇ (R 10 2 HSiO 1/2 ) ⁇ (R 10 2 SiO) ⁇ (R 10 SiO 3/2 ) ⁇ (SiO 4/2 ) ⁇ (7)
  • R 10 independently represents an unsubstituted or substituted monovalent hydrocarbon group not containing an alkenyl group, and ⁇ , ⁇ , ⁇ , ⁇ , and ⁇ are ⁇ ⁇ 0, ⁇ > 0, ⁇ , respectively.
  • ⁇ 0, ⁇ ⁇ 0, and ⁇ ⁇ 0, provided that ⁇ + ⁇ + ⁇ > 0, ⁇ + ⁇ ⁇ 0.1, and ⁇ + ⁇ + ⁇ + ⁇ + ⁇ 1.
  • Examples of the unsubstituted or substituted monovalent hydrocarbon group other than the alkenyl group represented by R 10 include those specifically exemplified as R 2 in the formula (1) of the component (A). And a methyl group is more preferable.
  • ⁇ is preferably a number from 0 to 0.65, ⁇ is from 0.01 to 0.65, ⁇ is from 0 to 1, ⁇ is from 0 to 0.1, and ⁇ is a number from 0 to 0.1. Further, ⁇ + ⁇ + ⁇ is preferably a number of 0.5 to 1, particularly 0.7 to 1, and ⁇ + ⁇ is preferably a number of less than 0.1. When ⁇ + ⁇ exceeds 0.1, the crosslink density of the cured product may be increased.
  • at least one of 0 to 60 indicating the number of each (CH 3 ) 2 SiO unit is 1 to 60, and at least 1 of 0 to 50
  • One is preferably 1-50.
  • the proportion of the organohydrogenpolysiloxane (C-2) not present in the chain is also an important factor of the composition of the present invention. That is, the mass ratio ((C-2) / (C-1)) between the component (C-1) and the component (C-2) needs to be 1 to 5.
  • (C-2) / (C-1) is less than 1, the crosslink density of the cured product becomes high, causing a problem that zipping occurs.
  • (C-2) / (C-1) exceeds 5 the crosslink density of the cured product is unnecessarily lowered, making it difficult to obtain the target heavy peeling effect.
  • the (D) component platinum group metal-based catalyst is a catalyst for promoting the addition reaction of the (A) component and the (B) component and the (C) component, and is known to those skilled in the art as promoting the so-called hydrosilylation reaction. Any known one can be used.
  • platinum group metal-based catalysts include platinum-based, palladium-based, rhodium-based, and ruthenium-based catalysts. Of these, platinum-based catalysts are particularly preferably used.
  • platinum-based catalyst examples include chloroplatinic acid, an alcohol solution or aldehyde solution of chloroplatinic acid, a complex of chloroplatinic acid with various olefins or vinyl siloxane, and the like. More specifically, a platinum catalyst obtained by modifying chloroplatinic acid with 1,3-divinyltetramethyldisiloxane can be mentioned.
  • the blending amount of component (D) may be a so-called effective amount as a catalyst.
  • a component (A), component (B) and component (C) are obtained from the viewpoint of obtaining a good cured film. It is in the range of 0.1 to 1,000 ppm, more preferably 1 to 500 ppm in terms of the mass of the platinum group metal with respect to the total mass of the components.
  • the composition of the present invention contains an alkenyl group-containing compound that undergoes an addition reaction with the component (C). May be.
  • an alkenyl group-containing compound other than the components (A) and (B) those involved in the formation of a cured product are preferred, and the components (A) and (B) having at least one alkenyl group per molecule
  • Other organopolysiloxanes may be mentioned.
  • the molecular structure may be any of linear, cyclic, branched, three-dimensional network, etc., for example.
  • addition reaction control agent can be mix
  • the addition reaction control agent is not particularly limited as long as it is a compound having a curing inhibitory effect on the hydrosilylation catalyst of the component (D), and conventionally known ones can also be used.
  • phosphorus-containing compounds such as triphenylphosphine
  • nitrogen-containing compounds such as tributylamine, tetramethylethylenediamine and benzotriazole
  • sulfur-containing compounds 1-ethynylcyclohexanol, 3-methyl-1-butyne-3-
  • Acetylene alcohols such as all, 3,5-dimethyl-1-hexyn-3-ol, 3-methyl-1-penten-3-ol, phenylbutynol; 3-methyl-3-pentene-1-yne
  • acetylene compounds such as 3,5-dimethyl-1-hexyne-3-yne; compounds containing two or more alkenyl groups; hydroperoxy compounds; and maleic acid derivatives.
  • the degree of curing inhibition effect by the addition reaction control agent varies depending on the chemical structure of the addition reaction control agent. Therefore, it is preferable to adjust the addition amount to an optimum amount for each of the addition reaction control agents to be used. By adding an optimal amount of addition reaction control agent, the composition has excellent long-term storage stability at room temperature and heat curability.
  • antioxidants such as can be blended.
  • the heavy release composition of the present invention preferably has a viscosity at 25 ° C. of 50 to 2,000 mPa ⁇ s, particularly 50 to 1,000 mPa ⁇ s. If the viscosity is out of this range, problems such as inability to apply when forming a cured film on the substrate and a uniform film may occur.
  • the heavy release composition of the present invention does not require a solvent, it can be a solvent-free heavy release composition.
  • the release sheet of the present invention is a release sheet having a sheet-like substrate and a cured film of the heavy release composition on one or both surfaces of the substrate surface.
  • the above-mentioned heavy release composition is applied to one or both surfaces of the substrate surface, and a cured film can be formed by heating.
  • coating the heavy release composition as it is coating with a comma coater, lip coater, roll coater, die coater, knife coater, blade coater, rod coater, kiss coater, gravure coater, wire bar coater, etc., screen coating, dip coating
  • a coating method such as cast coating
  • 0.01 to 100 g / m 2 is applied on one or both sides of a sheet-like substrate such as paper or film, and then at 50 to 200 ° C. for 1 to 120 seconds.
  • a cured film can be formed on the substrate.
  • the release sheet includes not only those in which the sheet-like base material is paper but also those formed of various known films.
  • base materials include polyethylene laminated paper, glassine paper, fine paper, kraft paper, clay coated paper, various coated papers, synthetic paper such as YUPO, polyethylene films, polypropylene films such as CPP and OPP, and polyester films such as polyethylene terephthalate films.
  • Polyamide film, polyimide film, polylactic acid film, polyphenol film, polycarbonate film and the like It is also possible to use process paper for manufacturing artificial leather, ceramic sheets, double-sided separators and the like as a base material.
  • the substrate surface may be subjected to corona treatment, etching treatment, primer treatment or plasma treatment.
  • a release sheet prepared by applying 0.9 to 1.2 g / m 2 of the above heavy release composition on a polyethylene laminated paper substrate and then heating at 140 ° C. for 30 seconds is obtained by the FINAT test method.
  • the peel force measured by is from 5 to 20 N / 25 mm. Thereby, it can use as a peeling material with a high heavy peeling effect.
  • the “heavy release composition” refers to a composition having the above peeling force by the above measuring method.
  • Example 1 Average molecular formula: ViMe 2 SiO (SiMe 2 O) 14 Linear dimethylpolysiloxane (A) whose one end is blocked with a vinyl group, represented by SiMe 3 , Me 3 SiO 1/2 , ViMe 2 It is composed of SiO 1/2 and SiO 4/2 units, and the molar ratio of Me 3 SiO 1/2 and ViMe 2 SiO 1/2 to SiO 4/2 is 0.8.
  • Linear dimethylpolysiloxane (B-2-1) 13 in which both ends represented by an average molecular formula: ViMe 2 SiO (SiMe 2 O) 8 SiMe 2 Vi are blocked with vinyl groups is added to 60 parts by mass of the liquid.
  • average molecular formula: HMe 2 SiO (SiMe 2 O) 8 SiMe 2 H is mixed with 8.5 parts by mass of methylhydrogensiloxane (C-2-1) having SiH only at the terminal end, and xylene was added at 150 ° C.
  • Examples 2 to 12, Comparative Examples 1 to 8 Thereafter, the components (A), (B), and (C) were mixed in the same manner as in Example 1, and then xylene in the component (B-1) was removed by distillation under reduced pressure.
  • the other component (F), the component (E) which is an addition reaction control agent, and the platinum catalyst (D) obtained in Synthesis Example 1 were mixed to obtain the heavy release composition shown.
  • the blending amount (unit: parts by mass) is shown in the following table.
  • component content / (A) component and (B) component total amount is the content of component (A) relative to 100 parts by mass of component (A) and component (B) ( (Parts by mass), (B-2) / (B-1) is (B-2) component content (parts by mass) / (B-1) component content (parts by mass), (C-2) / (C -1) represents (C-2) component content (parts by mass) / (C-1) component content (parts by mass).
  • Fig. 1 shows the result of measuring the peel force during zipping
  • Fig. 2 shows the result of a normal peel force measurement without zipping.
  • the peeling force is not stable, and it is difficult to accurately measure the peeling force.
  • the heavy release composition was applied to a polyethylene laminated paper base so as to be 0.9 to 1.2 g / m 2 and heated in a hot air drier at 140 ° C. for 30 seconds. This was used as a release sheet for the following measurements.
  • the heavy release compositions of the present invention have high fluidity at 25 ° C., and the release sheet has a high release force of 5 N / 25 mm or more in the initial stage. Moreover, it has a peel strength of 85% or more with respect to the initial stage even after aging. Further, there is no occurrence of zipping at the time of peeling at the initial stage and after the passage of time. Therefore, the heavy release composition of the present invention is useful as a material for a release sheet for heavy release.
  • the present invention is not limited to the above embodiment.
  • the above-described embodiment is an exemplification, and the present invention has any configuration that has substantially the same configuration as the technical idea described in the claims of the present invention and that exhibits the same effects. Are included in the technical scope.

Abstract

L'invention concerne une composition à libération élevée pour des feuilles de libération, comprenant (A) un organopolysiloxane réactif à une extrémité ayant un groupe alcényle à une extrémité, (B) un organopolysiloxane ayant au moins deux groupes alcényle par molécule, (C) un organohydrogénopolysiloxane ayant au moins deux atomes d'hydrogène liés chacun à un atome de silicium par molécule, et (D) un catalyseur métallique du groupe du platine, la quantité du composant (A), la structure du composant (B) et la structure du composant (C) étant ajustées à des plages spécifiées respectives.
PCT/JP2017/047013 2017-01-16 2017-12-27 Composition à libération élevée pour feuilles de libération, et feuille de libération WO2018131490A1 (fr)

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JP2018193463A (ja) * 2017-05-17 2018-12-06 信越化学工業株式会社 剥離シート用重剥離組成物および剥離シート
CN111548729A (zh) * 2019-02-12 2020-08-18 信越化学工业株式会社 管芯键合用有机改性硅酮树脂组合物、其固化物及光学半导体元件
CN115397890A (zh) * 2020-04-16 2022-11-25 信越化学工业株式会社 含有烯基的有机聚硅氧烷的制造方法

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JP2009227977A (ja) * 2008-02-28 2009-10-08 Lintec Corp 剥離剤組成物および剥離シート
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JPH10306274A (ja) * 1997-05-06 1998-11-17 Toyo Ink Mfg Co Ltd 感圧接着剤用水性樹脂分散体
JP2003192987A (ja) * 2001-12-26 2003-07-09 Toray Ind Inc 無溶剤型ポリシロキサン系塗剤及び離型フィルム
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JP2018193463A (ja) * 2017-05-17 2018-12-06 信越化学工業株式会社 剥離シート用重剥離組成物および剥離シート
CN111548729A (zh) * 2019-02-12 2020-08-18 信越化学工业株式会社 管芯键合用有机改性硅酮树脂组合物、其固化物及光学半导体元件
CN115397890A (zh) * 2020-04-16 2022-11-25 信越化学工业株式会社 含有烯基的有机聚硅氧烷的制造方法
CN115397890B (zh) * 2020-04-16 2024-04-19 信越化学工业株式会社 含有烯基的有机聚硅氧烷的制造方法

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