JPWO2020013991A5 - - Google Patents
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- JPWO2020013991A5 JPWO2020013991A5 JP2021500626A JP2021500626A JPWO2020013991A5 JP WO2020013991 A5 JPWO2020013991 A5 JP WO2020013991A5 JP 2021500626 A JP2021500626 A JP 2021500626A JP 2021500626 A JP2021500626 A JP 2021500626A JP WO2020013991 A5 JPWO2020013991 A5 JP WO2020013991A5
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- JP
- Japan
- Prior art keywords
- plasticizer
- resin
- poly
- vinyl acetal
- resin layer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000004014 plasticizer Substances 0.000 claims description 38
- 229920006324 polyoxymethylene Polymers 0.000 claims description 32
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 32
- 229920002554 vinyl polymer Polymers 0.000 claims description 32
- 229920005989 resin Polymers 0.000 claims description 29
- 239000011347 resin Substances 0.000 claims description 29
- 150000001299 aldehydes Chemical group 0.000 claims description 15
- 229910052799 carbon Inorganic materials 0.000 claims description 12
- 229910052760 oxygen Inorganic materials 0.000 claims description 12
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical group CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 239000007859 condensation product Substances 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 238000005882 aldol condensation reaction Methods 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- FRQDZJMEHSJOPU-UHFFFAOYSA-N Triethylene glycol bis(2-ethylhexanoate) Chemical compound CCCCC(CC)C(=O)OCCOCCOCCOC(=O)C(CC)CCCC FRQDZJMEHSJOPU-UHFFFAOYSA-N 0.000 claims description 5
- 239000012855 volatile organic compound Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- FJJYHTVHBVXEEQ-UHFFFAOYSA-N 2,2-dimethylpropanal Chemical compound CC(C)(C)C=O FJJYHTVHBVXEEQ-UHFFFAOYSA-N 0.000 claims description 3
- PYLMCYQHBRSDND-VURMDHGXSA-N (Z)-2-ethyl-2-hexenal Chemical group CCC\C=C(\CC)C=O PYLMCYQHBRSDND-VURMDHGXSA-N 0.000 claims description 2
- 239000010410 layer Substances 0.000 description 18
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- OEIWPNWSDYFMIL-UHFFFAOYSA-N dioctyl benzene-1,4-dicarboxylate Chemical compound CCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCC)C=C1 OEIWPNWSDYFMIL-UHFFFAOYSA-N 0.000 description 1
- 239000011229 interlayer Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
Description
[00081]更に、本発明の任意の単一の構成要素に関して与えられている任意の範囲、値、又は特徴は、互換的な場合には、本発明の任意の他の構成要素に関して与えられている任意の範囲、値、又は特徴と互換的に用いて、本明細書全体にわたって与えられているそれぞれの構成要素に関して規定されている値を有する一実施形態を形成することができることが理解される。例えば、与えられている任意の範囲の可塑剤を含むことに加えて、与えられている任意の範囲の残留ヒドロキシル含量を有するポリ（ビニルブチラール）を含む中間膜を形成して、本発明の範囲内であるが、列記するのは煩雑である多くの変形体を形成することができる。更に、フタレート又はベンゾエートのような属又はカテゴリーに関して与えられている範囲はまた、他に示していない限りにおいて、ジオクチルテレフタレートのようなそのカテゴリーの属又は構成要素の中の種に適用することもできる。
本発明は以下の実施態様を含む。
［１］低レベルの揮発性有機化合物を有するポリ（ビニルアセタール）樹脂であって、１４重量％未満の残留ヒドロキシル含量を有し、前記ポリ（ビニルアセタール）樹脂のアルデヒド残基の総重量を基準として少なくとも９０重量％の、２つ未満のα－水素を有する少なくとも１種類の分岐アルデヒドの残基を含み、
前記ポリ（ビニルアセタール）樹脂は、１００ｐｐｍ（重量基準）未満の自己アルドール縮合生成物を有する、上記ポリ（ビニルアセタール）樹脂。
［２］前記自己アルドール縮合生成物が２－エチル－２－ヘキセナールである、［１］に記載のポリ（ビニルアセタール）樹脂。
［３］前記アルデヒドがイソブチルアルデヒド又はピバルデヒドである、［１］に記載のポリ（ビニルアセタール）樹脂。
［４］［１］に記載のポリ（ビニルアセタール）樹脂及び可塑剤を含む樹脂層。
［５］前記可塑剤がトリエチレングリコールジ－（２－エチルヘキサノエート）を含む、［４］に記載の樹脂層。
［６］第２の可塑剤を更に含み、前記第２の可塑剤が約９．４より高い極性を有する可塑剤を含み、前記極性は、式：１００×Ｏ／（Ｃ＋Ｈ）（式中、Ｏ、Ｃ、及びＨは、前記可塑剤中の酸素、炭素、及び水素原子の数を表す）によって表される、［５］に記載の樹脂層。
［７］重量平均分子量Ｍｗが少なくとも３５０，０００ダルトンである、［１］に記載のポリ（ビニルアセタール）樹脂。
［８］低レベルの揮発性有機化合物を有するポリ（ビニルアセタール）樹脂であって、１４重量％未満の残留ヒドロキシル含量を有し、前記ポリ（ビニルアセタール）樹脂のアルデヒド残基の総重量を基準として少なくとも９０重量％の、２つ未満のα－水素を有する少なくとも１種類の分岐アルデヒドの残基を含み、
前記ポリ（ビニルアセタール）樹脂は、１００ｐｐｍ（重量基準）未満の自己アルドール縮合生成物を有する上記ポリ（ビニルアセタール）樹脂；及び
可塑剤；
を含む樹脂層。
［９］前記可塑剤がトリエチレングリコールジ－（２－エチルヘキサノエート）を含む、［８］に記載の樹脂層。
［１０］第２の可塑剤を更に含み、前記第２の可塑剤が約９．４より高い極性を有する可塑剤を含み、前記極性は、式：１００×Ｏ／（Ｃ＋Ｈ）（式中、Ｏ、Ｃ、及びＨは、前記可塑剤中の酸素、炭素、及び水素原子の数を表す）によって表される、［９］に記載の樹脂層。
［１１］前記ポリ（ビニルアセタール）樹脂が少なくとも３５０，０００ダルトンの重量平均分子量Ｍｗを有する、［８］に記載の樹脂層。
［１２］前記可塑剤が少なくとも５０ｐｈｒの量で存在し、前記樹脂層が少なくとも１．０５のｔａｎδを有する、［８］に記載の樹脂層。
［１３］前記第１及び第２の可塑剤が合計で少なくとも６０ｐｈｒの量で存在し、前記樹脂層が少なくとも１．２のｔａｎδを有する、［１０］に記載の樹脂層。
［１４］前記ポリ（ビニルアセタール）樹脂が１３．５重量％以下の残留ヒドロキシル含量を有する、［８］に記載の樹脂層。
［１５］前記アルデヒドがイソブチルアルデヒド又はピバルデヒドである、［８］に記載の樹脂層。
［１６］低レベルの揮発性有機化合物を有するポリ（ビニルアセタール）樹脂であって、１４重量％未満の残留ヒドロキシル含量を有し、前記ポリ（ビニルアセタール）樹脂のアルデヒド残基の総重量を基準として少なくとも９０重量％の、２つ未満のα－水素を有する少なくとも１種類の分岐アルデヒドの残基を含み、前記アルデヒドはイソブチルアルデヒド又はピバルデヒドであり；
前記ポリ（ビニルアセタール）樹脂は、１００ｐｐｍ（重量基準）未満の自己アルドール縮合生成物を有する、上記ポリ（ビニルアセタール）樹脂。
［１７］［１６］に記載のポリ（ビニルアセタール）樹脂、及び可塑剤を含む樹脂層。
［１８］前記可塑剤が、トリエチレングリコールジ－（２－エチルヘキサノエート）、及び約９．４より高い極性を有する可塑剤の少なくとも１つを含み、前記極性は、式：１００×Ｏ／（Ｃ＋Ｈ）（式中、Ｏ、Ｃ、及びＨは、前記可塑剤中の酸素、炭素、及び水素原子の数を表す）によって表される、［１７］に記載の樹脂層。
［１９］前記可塑剤が少なくとも７０ｐｈｒの量で存在する、［１８］に記載の樹脂層。
［２０］前記樹脂層が少なくとも１．３のｔａｎδを有する、［１９］に記載の樹脂層。
[00081] Further, any range, value, or feature given with respect to any single component of the invention is given with respect to any other component of the invention, where compatible. It is understood that any range, value, or feature can be used interchangeably to form an embodiment having the values specified for each component given throughout the specification. .. For example, the scope of the invention is to form an interlayer containing poly (vinyl butyral) having a given residual hydroxyl content in addition to containing any given range of plasticizer. Although within, many variants can be formed that are cumbersome to list. Further, the scope given for a genus or category such as phthalate or benzoate can also be applied to species within that category genus or component such as dioctyl terephthalate, unless otherwise indicated. ..
The present invention includes the following embodiments.
[1] A poly (vinyl acetal) resin having a low level of volatile organic compounds, having a residual hydroxyl content of less than 14% by weight, based on the total weight of aldehyde residues of the poly (vinyl acetal) resin. Containing at least 90% by weight of residues of at least one branched aldehyde having less than two α-hydrogens.
The poly (vinyl acetal) resin is the poly (vinyl acetal) resin having a self-aldol condensation product of less than 100 ppm (weight basis).
[2] The poly (vinyl acetal) resin according to [1], wherein the self-aldol condensation product is 2-ethyl-2-hexenal.
[3] The poly (vinyl acetal) resin according to [1], wherein the aldehyde is isobutyraldehyde or pivaldehyde.
[4] A resin layer containing the poly (vinyl acetal) resin and the plasticizer according to [1].
[5] The resin layer according to [4], wherein the plasticizer contains triethylene glycol di- (2-ethylhexanoate).
[6] A second plasticizer is further contained, and the second plasticizer contains a plasticizer having a polarity higher than about 9.4, and the polarity is the formula: 100 × O / (C + H) (in the formula, in the formula, The resin layer according to [5], wherein O, C, and H represent the number of oxygen, carbon, and hydrogen atoms in the plasticizer.
[7] The poly (vinyl acetal) resin according to [1], which has a weight average molecular weight Mw of at least 350,000 daltons.
[8] A poly (vinyl acetal) resin having a low level of volatile organic compounds, having a residual hydroxyl content of less than 14% by weight, based on the total weight of aldehyde residues of the poly (vinyl acetal) resin. Containing at least 90% by weight of residues of at least one branched aldehyde having less than two α-hydrogens.
The poly (vinyl acetal) resin is the poly (vinyl acetal) resin having a self-aldol condensation product of less than 100 ppm (weight basis); and
Plasticizer;
Resin layer containing.
[9] The resin layer according to [8], wherein the plasticizer contains triethylene glycol di- (2-ethylhexanoate).
[10] The second plasticizer further comprises a second plasticizer, wherein the second plasticizer comprises a plasticizer having a polarity higher than about 9.4, the polarity being of the formula: 100 × O / (C + H) (in the formula, The resin layer according to [9], wherein O, C, and H represent the number of oxygen, carbon, and hydrogen atoms in the plasticizer.
[11] The resin layer according to [8], wherein the poly (vinyl acetal) resin has a weight average molecular weight Mw of at least 350,000 daltons.
[12] The resin layer according to [8], wherein the plasticizer is present in an amount of at least 50 phr, and the resin layer has a tan δ of at least 1.05.
[13] The resin layer according to [10], wherein the first and second plasticizers are present in a total amount of at least 60 phr, and the resin layer has a tan δ of at least 1.2.
[14] The resin layer according to [8], wherein the poly (vinyl acetal) resin has a residual hydroxyl content of 13.5% by weight or less.
[15] The resin layer according to [8], wherein the aldehyde is isobutyraldehyde or pivaldehyde.
[16] A poly (vinyl acetal) resin having a low level of volatile organic compounds, having a residual hydroxyl content of less than 14% by weight, based on the total weight of aldehyde residues of the poly (vinyl acetal) resin. It contains at least 90% by weight of a residue of at least one branched aldehyde having less than two α-hydrogens, said aldehyde being isobutyl aldehyde or pivaldehide;
The poly (vinyl acetal) resin is the poly (vinyl acetal) resin having a self-aldol condensation product of less than 100 ppm (weight basis).
[17] A resin layer containing the poly (vinyl acetal) resin according to [16] and a plasticizer.
[18] The plasticizer comprises at least one of triethylene glycol di- (2-ethylhexanoate) and a plasticizer having a polarity higher than about 9.4, the polarity being of the formula: 100 × O. The resin layer according to [17], which is represented by / (C + H) (where O, C, and H in the formula represent the number of oxygen, carbon, and hydrogen atoms in the plasticizer).
[19] The resin layer according to [18], wherein the plasticizer is present in an amount of at least 70 phr.
[20] The resin layer according to [19], wherein the resin layer has at least 1.3 tan δ.
Claims (15)
前記ポリ（ビニルアセタール）樹脂は、１００ｐｐｍ（重量基準）未満の自己アルドール縮合生成物を有する、上記ポリ（ビニルアセタール）樹脂。 A poly (vinyl acetal) resin with low levels of volatile organic compounds having a residual hydroxyl content of less than 14% by weight and at least 90 relative to the total weight of aldehyde residues in the poly (vinyl acetal) resin. Containing residues of at least one branched aldehyde having less than 2 α-hydrogens by weight,
The poly (vinyl acetal) resin is the poly (vinyl acetal) resin having a self-aldol condensation product of less than 100 ppm (weight basis).
可塑剤と、
を含む樹脂層。 A poly (vinyl acetal) resin with low levels of volatile organic compounds having a residual hydroxyl content of less than 14% by weight and at least 90 relative to the total weight of aldehyde residues in the poly (vinyl acetal) resin. The poly (vinyl acetal) resin is less than 100 ppm (based on weight) and contains a residue of at least one branched aldehyde having less than 2 α-hydrogens by weight , said aldehyde being isobutyl aldehyde or pivaldehide. With a poly (vinyl acetal) resin, which has a self-aldehyde condensation product of
With a plasticizer,
Resin layer containing.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16/032,341 | 2018-07-11 | ||
| US16/032,341 US10717862B2 (en) | 2018-07-11 | 2018-07-11 | Poly(vinyl acetal) resin compositions, layers, and interlayers having enhanced properties |
| PCT/US2019/039374 WO2020013991A1 (en) | 2018-07-11 | 2019-06-27 | Poly(vinyl acetal) resin compositions, layers, and interlayers having enhanced properties |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2021531371A JP2021531371A (en) | 2021-11-18 |
| JPWO2020013991A5 true JPWO2020013991A5 (en) | 2022-06-02 |
| JP7397847B2 JP7397847B2 (en) | 2023-12-13 |
Family
ID=67297361
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021500626A Active JP7397847B2 (en) | 2018-07-11 | 2019-06-27 | Poly(vinyl acetal) resin compositions, layers, and interlayers with enhanced properties |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US10717862B2 (en) |
| EP (1) | EP3820696A1 (en) |
| JP (1) | JP7397847B2 (en) |
| KR (1) | KR20210030421A (en) |
| CN (1) | CN112334309A (en) |
| WO (1) | WO2020013991A1 (en) |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2282057A (en) | 1939-04-29 | 1942-05-05 | Du Pont | Purification and stabilization of polyvinyl acetal resins |
| US2282026A (en) | 1939-04-29 | 1942-05-05 | Du Pont | Treatment of polyvinyl acetal resins |
| JPS60259496A (en) * | 1984-06-05 | 1985-12-21 | Sekisui Chem Co Ltd | Optical information recorder |
| DE69107117T2 (en) | 1990-05-14 | 1995-09-21 | Sekisui Chemical Co Ltd | Intermediate layers for use in sound-insulating laminated glasses. |
| KR100840171B1 (en) * | 2001-03-28 | 2008-06-23 | 세키스이가가쿠 고교가부시키가이샤 | A method for suppressing the occurrence of coloring and a foul odor of the polyvinyl acetal resin |
| RU2395397C2 (en) | 2004-10-01 | 2010-07-27 | Секисуй Кемикал Ко., Лтд. | Sheet and laminar material from thermoplastic resin |
| JP4785784B2 (en) | 2007-03-30 | 2011-10-05 | 富士フイルム株式会社 | Thermal transfer ink sheet, ink cartridge, coating composition for dye layer of thermal transfer ink sheet, and thermal transfer recording method |
| US8883052B2 (en) | 2007-03-30 | 2014-11-11 | Kuraray Co., Ltd. | Polyvinyl butyral resin pellet, and method for producing the same |
| PL2410027T3 (en) | 2010-07-21 | 2013-05-31 | Kuraray Europe Gmbh | Use of polyvinyl isoacetals in printing ink formulas |
| US20130148263A1 (en) | 2010-08-19 | 2013-06-13 | Kuraray Co., Ltd | Polyvinyl acetal resin, slurry composition prepared therefrom, ceramic green sheet, and multilayer ceramic capacitor |
| EP2548728A1 (en) | 2011-07-22 | 2013-01-23 | Kuraray Europe GmbH | Film laminates with damping characteristics containing a sub-layer of polyvinyl(iso)acetal containing plasticizers |
| EP2548727A1 (en) | 2011-07-22 | 2013-01-23 | Kuraray Europe GmbH | High-strength film laminates with layers of polyvinyl(n)acetal containing plasticizers and polyvinyl(iso)acetal containing plasticizers |
| EP2548729A1 (en) | 2011-07-22 | 2013-01-23 | Kuraray Europe GmbH | Film of polyvinyl(iso)acetal containing plasticizers |
| JP6383990B2 (en) | 2013-03-27 | 2018-09-05 | 株式会社クラレ | Polyvinyl butyral fiber and fiber assembly containing the same |
| US20140363651A1 (en) | 2013-06-10 | 2014-12-11 | Solutia Inc. | Polymer interlayers having improved optical properties |
| US9669605B2 (en) | 2014-12-08 | 2017-06-06 | Solutia Inc. | Poly(vinyl acetal) resin compositions, layers and interlayers having enhanced properties |
| US9815976B2 (en) | 2014-12-08 | 2017-11-14 | Solutia Inc. | Poly(vinyl acetal) resin compositions, layers, and interlayers having enhanced optical properties |
| US9926431B2 (en) | 2014-12-08 | 2018-03-27 | Solutia Inc. | Poly(vinyl acetal) resin compositions, layers and interlayers having enhanced properties |
| EP3230378A4 (en) * | 2014-12-08 | 2018-08-15 | Solutia Inc. | Poly(vinyl acetal) resin compositions, layers and interlayers having enhanced properties |
| US9758662B2 (en) | 2014-12-08 | 2017-09-12 | Solutia Inc. | Poly(vinyl acetal) resin compositions, layers and interlayers having enhanced properties |
| US9724899B2 (en) | 2014-12-08 | 2017-08-08 | Solutia Inc. | Poly(vinyl acetal) resin compositions, layers and interlayers having enhanced properties |
| US9975315B2 (en) | 2014-12-08 | 2018-05-22 | Solutia Inc. | Poly(vinyl acetal) resin compositions, layers, and interlayers having enhanced optical properties |
| JP6960932B2 (en) | 2016-02-23 | 2021-11-05 | ソルティア・インコーポレーテッド | Intermediate film with improved optical properties |
-
2018
- 2018-07-11 US US16/032,341 patent/US10717862B2/en active Active
-
2019
- 2019-06-27 KR KR1020217003874A patent/KR20210030421A/en unknown
- 2019-06-27 WO PCT/US2019/039374 patent/WO2020013991A1/en unknown
- 2019-06-27 EP EP19740213.4A patent/EP3820696A1/en active Pending
- 2019-06-27 JP JP2021500626A patent/JP7397847B2/en active Active
- 2019-06-27 CN CN201980043540.9A patent/CN112334309A/en active Pending
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